ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

C−H Activation for the Construction of C−B Bonds

View Author Information
Durham University, Department of Chemistry, South Road, Durham, DH1 3LE, United Kingdom; Department of Chemistry, King Abdulaziz University, Jeddah, Kingdom of Saudi Arabia; Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 61821; and the University of Illinois, Department of Chemistry, A410 Chemical Life, Science Lab, 600 S. Matthews Avenue, Urbana, Illinois 61801
* To whom correspondence should be addressed.
†Durham University.
‡King Abdulaziz University.
§Yale University.
¶The University of Illinois.
Cite this: Chem. Rev. 2010, 110, 2, 890–931
Publication Date (Web):December 22, 2009
https://doi.org/10.1021/cr900206p
Copyright © 2009 American Chemical Society

    Article Views

    51142

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    Other access options

    Note: In lieu of an abstract, this is the article's first page.

    Free first page

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    Cited By

    This article is cited by 2389 publications.

    1. Paul A. Morton, Abigayle L. Boyce, Anamarija Pišpek, Lennox W. Stewart, Daniel J. Ward, Bengt E. Tegner, Stuart A. Macgregor, Stephen M. Mansell. Catalyst Design for Rh-Catalyzed Arene and Alkane C–H Borylation: The NHC Affects the Induction Period, and Indenyl is Superior to Cp. Organometallics 2024, 43 (9) , 974-986. https://doi.org/10.1021/acs.organomet.4c00025
    2. Jianxing Lv, Yixuan Liang, Yepeng Ouyang, Hua Zhang. Metal-Free ortho C–H Borylation of Thiobenzamides. Organic Letters 2024, 26 (18) , 3709-3714. https://doi.org/10.1021/acs.orglett.4c00691
    3. Min Liang, Chuangchuang Liu, Wenjie Ju, Shuxiong Han, Jingyu Zhang, Yingsheng Zhao. Iridium-Catalyzed Ortho-Selective C–H Borylation of Aryl Ketones with Transient Imine Ligands. Organic Letters 2024, Article ASAP.
    4. Ruslan Kotlyarov, Konstantinos Papachristos, Geoffrey P. F. Wood, Jonathan M. Goodman. Leveraging Language Model Multitasking To Predict C–H Borylation Selectivity. Journal of Chemical Information and Modeling 2024, Article ASAP.
    5. Susanna Kunz, Fredrik Barnå, Mauricio Posada Urrutia, Fredric J. L. Ingner, Andrea Martínez-Topete, Andreas Orthaber, Paul J. Gates, Lukasz T. Pilarski, Christine Dyrager. Derivatization of 2,1,3-Benzothiadiazole via Regioselective C–H Functionalization and Aryne Reactivity. The Journal of Organic Chemistry 2024, 89 (9) , 6138-6148. https://doi.org/10.1021/acs.joc.4c00122
    6. Yudha P. Budiman, Robin N. Perutz, Patrick G. Steel, Udo Radius, Todd B. Marder. Applications of Transition Metal-Catalyzed ortho-Fluorine-Directed C–H Functionalization of (Poly)fluoroarenes in Organic Synthesis. Chemical Reviews 2024, 124 (8) , 4822-4862. https://doi.org/10.1021/acs.chemrev.3c00793
    7. Masafumi Doi, Hiroki Miura, Tetsuya Shishido. Borylation of Stable C(sp3)–O Bonds of Alkyl Esters over Supported Au Catalysts. Organic Letters 2024, 26 (15) , 2902-2907. https://doi.org/10.1021/acs.orglett.4c00225
    8. Aishwarya Prakash, Suma Basappa, Bhavya Jeebula, Doddahalli H. Nagaraju, Rajendra S. Dhayal, Shubhankar Kumar Bose. A Simple Nickel Metal–Organic Framework-Catalyzed Borylation of Aryl Chlorides and Bromides. Organic Letters 2024, 26 (13) , 2569-2573. https://doi.org/10.1021/acs.orglett.4c00535
    9. Wei-Feng Wang, Ka Lu, Peng-Rui Liu, Hui-Hui Zeng, Li-Miao Yang, Ai-Jun Ma, Yong-Qiang Tu, Jin-Bao Peng. Regioselective 1,n-Diborylation of Alkylidenecyclopropanes Enabled by Catalysis with a Spirocyclic NHC IrIII Pincer Complex. ACS Catalysis 2024, 14 (7) , 5156-5166. https://doi.org/10.1021/acscatal.4c00260
    10. Chenchen Li, Kezhuo Zhang, Wanxiang Zhao. Catalytic Contra-Thermodynamic Isomerization–Asymmetric Hydroboration of Alkenyl Alcohols and Amines. ACS Catalysis 2024, 14 (7) , 5458-5468. https://doi.org/10.1021/acscatal.3c06194
    11. Zexian Li, Zhuangzhi Shi. Late-Stage Diversification of Phosphines by C–H Activation: A Robust Strategy for Ligand Design and Preparation. Accounts of Chemical Research 2024, 57 (7) , 1057-1072. https://doi.org/10.1021/acs.accounts.4c00020
    12. Suraj Kumar Sahoo, Brent Harfmann, Himanshu Bhatia, Harish Singh, Srikanth Balijapelly, Amitava Choudhury, Pericles Stavropoulos. A Comparative Study of Cationic Copper(I) Reagents Supported by Bipodal Tetramethylguanidinyl-Containing Ligands as Nitrene-Transfer Catalysts. ACS Omega 2024, 9 (13) , 15697-15708. https://doi.org/10.1021/acsomega.4c00909
    13. Meenakshi Sharma, Reece M. Fritz, Joseph O. Adebanjo, Zhou Lu, Thomas R. Cundari, Mohammad A. Omary, Amitava Choudhury, Pericles Stavropoulos. Nitrene-Transfer Chemistry to C–H and C═C Bonds Mediated by Triangular Coinage Metal Platforms Supported by Triply Bridging Pnictogen Elements Sb(III) and Bi(III). Organometallics 2024, 43 (6) , 634-652. https://doi.org/10.1021/acs.organomet.3c00493
    14. Kezhuo Zhang, Chenchen Li, Wanxiang Zhao. Enantio- and Regioselective Dihydroboration of Enals. ACS Catalysis 2024, 14 (6) , 3977-3985. https://doi.org/10.1021/acscatal.3c06135
    15. Suma Basappa, Aishwarya Prakash, Sanjana S. Talekar, Manoj V. Mane, Shubhankar Kumar Bose. Facile Synthesis of Vinyl Boronate Esters via Dehydrogenative Borylation of Alkenes Enabled by a Co-MOF Catalyst: An Additive-Free Approach. ACS Catalysis 2024, 14 (5) , 3065-3073. https://doi.org/10.1021/acscatal.3c05742
    16. Hui-Hui Zeng, Yu-Qing Wang, Yong-Yu He, Xiao-Ling Zhong, Hongguang Li, Ai-Jun Ma, Jin-Bao Peng. Cooperative Cu/Pd-Catalyzed 1,5-Boroacylation of Cyclopropyl-Substituted Alkylidenecyclopropanes. The Journal of Organic Chemistry 2024, 89 (4) , 2637-2648. https://doi.org/10.1021/acs.joc.3c02670
    17. Pavel Zatsepin, Takumi Moriyama, Chaoqi Chen, Satoshi Muratsugu, Mizuki Tada, Makoto Yamashita. Vanadium Alumanyl Complex: Synthesis, Characterization, Reactivity, and Application as a Catalyst for C–H Alumanylation of Alkenes. Journal of the American Chemical Society 2024, 146 (5) , 3492-3497. https://doi.org/10.1021/jacs.3c13418
    18. Aidan F. Greene, Jiehye Shin, Casey R. Wade. Solid-State Phosphine Ligand Engineering via Postsynthetic Modification of Amine-Functionalized Metal–Organic Frameworks. Organometallics 2024, Article ASAP.
    19. Taufiqueahmed Mujawar, Petr Sevelda, Dominik Madea, Petr Klán, Jakub Švenda. A Platform for the Synthesis of Oxidation Products of Bilirubin. Journal of the American Chemical Society 2024, 146 (2) , 1603-1611. https://doi.org/10.1021/jacs.3c11778
    20. Ju Hyun Youn, Su Yong Go, Hyunho Chung, Haeyeon Lee, Taek Dong Chung, Paul Ha-Yeon Cheong, Hong Geun Lee. Dual Function of N-Iodosuccinimide for C(sp3)–B Bond Activation. Organic Letters 2024, 26 (1) , 198-203. https://doi.org/10.1021/acs.orglett.3c03728
    21. Ramesh Bhawar, Suresh Saini, Kiran S. Patil, D. H. Nagaraju, Shubhankar Kumar Bose. Synthesis of Alkyl and Aryl Boronate Esters via CeO2-Catalyzed Borylation of Alkyl and Aryl Electrophiles Including Alkyl Chlorides. The Journal of Organic Chemistry 2023, 88 (23) , 16270-16279. https://doi.org/10.1021/acs.joc.3c01755
    22. Hongliang Zhao, Chao-Yue Zhao, Lili Chen, Chungu Xia, Xin Hong, Senmiao Xu. Aryl Chloride-Directed Enantioselective C(sp2)-H Borylation Enabled by Iridium Catalysis. Journal of the American Chemical Society 2023, 145 (46) , 25214-25221. https://doi.org/10.1021/jacs.3c08129
    23. Guanglong Huang, Yuqi Fang, James S. Wright, Shao-Fei Ni, Ming-De Li, Li Dang. The Essence in Selectivity of Copper-Mediated Intermolecular Nucleophilic Substitution of a meta C–H Bond in 2-Methyl-N-methoxyaniline: A Theoretical Study. The Journal of Physical Chemistry A 2023, 127 (45) , 9473-9482. https://doi.org/10.1021/acs.jpca.3c05223
    24. Ravi Kumar, Rohan Kumar Meher, Jyoti Sharma, Abhijit Sau, Tarun K. Panda. Amidophosphine Boranes as Hydroboration Reagents for Nitriles, Alkynes, and Carboxylic Acids. Organic Letters 2023, 25 (43) , 7923-7927. https://doi.org/10.1021/acs.orglett.3c03194
    25. Yunbeom Lee, Hosung Ki, Donghwan Im, Seunghwan Eom, Jain Gu, Seonggon Lee, Jungmin Kim, Yongjun Cha, Kyung Won Lee, Serhane Zerdane, Matteo Levantino, Hyotcherl Ihee. Cerium Photocatalyst in Action: Structural Dynamics in the Presence of Substrate Visualized via Time-Resolved X-ray Liquidography. Journal of the American Chemical Society 2023, 145 (43) , 23715-23726. https://doi.org/10.1021/jacs.3c08166
    26. Chen-Yuan Li, Zengyu Zhang, Xiaoyu Yan. Ir-Catalyzed Ortho-Selective C–H Borylation of Difluoromethyl Arenes. Organic Letters 2023, 25 (40) , 7278-7282. https://doi.org/10.1021/acs.orglett.3c02308
    27. Isaac F. Yu, Jake W. Wilson, John F. Hartwig. Transition-Metal-Catalyzed Silylation and Borylation of C–H Bonds for the Synthesis and Functionalization of Complex Molecules. Chemical Reviews 2023, 123 (19) , 11619-11663. https://doi.org/10.1021/acs.chemrev.3c00207
    28. Nghia Le, Natalie L. Chuang, Clay M. Oliver, Andrey V. Samoshin, Jack T. Hemphill, Kelsey C. Morris, Stephen N. Hyland, Hairong Guan, Charles Edwin Webster, Timothy B. Clark. Hidden Role of Borane in Directed C–H Borylation: Rate Enhancement through Autocatalysis. ACS Catalysis 2023, 13 (19) , 12877-12893. https://doi.org/10.1021/acscatal.3c03316
    29. Kristaps Ermanis, David C. Gibson, Georgi R. Genov, Robert J. Phipps. Interrogating the Crucial Interactions at Play in the Chiral Cation-Directed Enantioselective Borylation of Arenes. ACS Catalysis 2023, 13 (19) , 13043-13055. https://doi.org/10.1021/acscatal.3c03384
    30. Paul Stehrer, Anke Spannenberg, Marko Hapke. Atroposelective Ir-Catalyzed C–H Borylation of Phthalazine Heterobiaryls. The Journal of Organic Chemistry 2023, 88 (19) , 14222-14226. https://doi.org/10.1021/acs.joc.3c01534
    31. Thomas Varlet, Sören Portmann, Alois Fürstner. Total Synthesis of Njaoamine C by Concurrent Macrocycle Formation. Journal of the American Chemical Society 2023, 145 (39) , 21197-21202. https://doi.org/10.1021/jacs.3c08410
    32. Han-Ying Liu, Mary F. Mahon, Michael S. Hill. Aluminum–Boron Bond Formation by Boron Ester Oxidative Addition at an Alumanyl Anion. Inorganic Chemistry 2023, 62 (37) , 15310-15319. https://doi.org/10.1021/acs.inorgchem.3c02566
    33. Hua Wang, Jing-Feng Zhao, Xing-Li Zhu, Qin-Qin Tian, Wei He. Photoinduced Borylation of the Inert C(sp3)–O Bond of Alkyl Heteroaryl Ethers. Organic Letters 2023, 25 (35) , 6485-6489. https://doi.org/10.1021/acs.orglett.3c02038
    34. Jiaxin Gao, Lingchao Zhu, Matthew P. Conley. Polypropylene Degradation Catalyzed by Tantalum Hydrides Supported on Sulfated Alumina. ACS Catalysis 2023, 13 (16) , 10765-10769. https://doi.org/10.1021/acscatal.3c02642
    35. Linxing Zhang, Siim Kaukver, Jacob McMullen, Andrew J. P. White, Mark R. Crimmin. Catalytic C–H Alumination of Thiophenes: DFT Predictions and Experimental Verification. Organometallics 2023, 42 (14) , 1711-1716. https://doi.org/10.1021/acs.organomet.2c00543
    36. Ruocheng Sang, Wangyujing Han, Hanwen Zhang, Carla M. Saunders, Adam Noble, Varinder K. Aggarwal. Copper-Mediated Dehydrogenative C(sp3)–H Borylation of Alkanes. Journal of the American Chemical Society 2023, 145 (28) , 15207-15217. https://doi.org/10.1021/jacs.3c02185
    37. Yan Shi, Cui Yi, Xiaoli Huang, Yuhai Tang, Jiao Jiao, Yang Li. Iodine Anion Catalyzed Cross-Dehydrogenative Aromatization for Access to Aromatic Amines. The Journal of Organic Chemistry 2023, 88 (13) , 9554-9564. https://doi.org/10.1021/acs.joc.3c00860
    38. Jonathan Trouvé, Purushothaman Rajeshwaran, Michele Tomasini, Antoine Perennes, Thierry Roisnel, Albert Poater, Rafael Gramage-Doria. Fast and Selective β-C–H Borylation of N-Heterocycles with a Supramolecular Iridium Catalyst: Circumventing Deactivation Pathways and Mechanistic Insights. ACS Catalysis 2023, 13 (12) , 7715-7729. https://doi.org/10.1021/acscatal.3c01742
    39. Juntao Liu, Jiayan Du, Feng Yu, Lan Gan, Guixia Liu, Zheng Huang. Thermally Robust and Highly Active PCP Cobalt(II) Catalyst for Linear-Selective Hydroboration of Terminal and Internal Olefins. ACS Catalysis 2023, 13 (12) , 7995-8003. https://doi.org/10.1021/acscatal.3c01412
    40. Michael J. Ingleson. Main Group Catalyzed Arene Borylation: Challenges and Opportunities. ACS Catalysis 2023, 13 (11) , 7691-7697. https://doi.org/10.1021/acscatal.3c01668
    41. Yusuke Sano, Toshiki Shintani, Masahiro Hayakawa, Susumu Oda, Masakazu Kondo, Takeshi Matsushita, Takuji Hatakeyama. One-Shot Construction of BN-Embedded Heptadecacene Framework Exhibiting Ultra-narrowband Green Thermally Activated Delayed Fluorescence. Journal of the American Chemical Society 2023, 145 (21) , 11504-11511. https://doi.org/10.1021/jacs.3c02873
    42. Naoto Uno, Ryo Nakano, Makoto Yamashita. Low-Temperature Dehydrogenation of Cyclooctane by Using Pincer Iridium Complexes Bearing an N,N′-Diarylated PNCNP Ligand. ACS Catalysis 2023, 13 (10) , 6956-6965. https://doi.org/10.1021/acscatal.3c01739
    43. Kane A. C. Bastick, Allan J. B. Watson. Pd-Catalyzed Organometallic-Free Homologation of Arylboronic Acids Enabled by Chemoselective Transmetalation. ACS Catalysis 2023, 13 (10) , 7013-7018. https://doi.org/10.1021/acscatal.3c00921
    44. Xiao-Yue Chen, Ya-Ning Li, Yichen Wu, Jiahui Bai, Yinlong Guo, Peng Wang. Cu-Mediated Thianthrenation and Phenoxathiination of Arylborons. Journal of the American Chemical Society 2023, 145 (18) , 10431-10440. https://doi.org/10.1021/jacs.3c03413
    45. Ramaraj Ayyappan, Koushik Saha, Urminder Kaur, Sourav Gayen, Laure Vendier, Sylviane Sabo-Etienne, Sundargopal Ghosh, Sébastien Bontemps. Combined B–H and Si–H Bond Activations at Ruthenium. Organometallics 2023, 42 (9) , 752-756. https://doi.org/10.1021/acs.organomet.3c00109
    46. Sen Ke, Huanqing Liao, Hao Qin, Yan Wang, Yi Li. Access to Benzocyclic Boronates via Light-Promoted Intramolecular Arylborylation of Alkenes. The Journal of Organic Chemistry 2023, 88 (9) , 6237-6246. https://doi.org/10.1021/acs.joc.3c00395
    47. Yi-Zhe Yu, Jin Bai, Jia-Min Peng, Jia-Sheng Yao, Chun-Xiang Zhuo. Modular Access to meta-Substituted Benzenes via Mo-Catalyzed Intermolecular Deoxygenative Benzene Formation. Journal of the American Chemical Society 2023, 145 (16) , 8781-8787. https://doi.org/10.1021/jacs.3c01330
    48. Dionisio Poveda, Ángela Vivancos, Delia Bautista, Pablo González-Herrero. Photochemically Induced Cyclometalations at Simple Platinum(II) Precursors. Inorganic Chemistry 2023, 62 (16) , 6207-6213. https://doi.org/10.1021/acs.inorgchem.3c00688
    49. Francisco Martinez-Espinar, Antoni Salom-Català, Emma Bresó-Femenia, Carmen Claver, Francesca Baletto, Josep M. Ricart, Bruno Chaudret, Jorge J. Carbó, Cyril Godard, Sergio Castillon. Bringing Selectivity in H/D Exchange Reactions Catalyzed by Metal Nanoparticles through Modulation of the Metal and the Ligand Shell. Inorganic Chemistry 2023, 62 (11) , 4570-4580. https://doi.org/10.1021/acs.inorgchem.2c04442
    50. Chunyu Yin, Lu Luo, Hua Zhang. Iodine-Catalyzed Borylation of Benzylic Alcohols. Organic Letters 2023, 25 (10) , 1701-1705. https://doi.org/10.1021/acs.orglett.3c00367
    51. Xiang Liu, Xinyu Zhang, Gaixia Zhang, Shuhui Sun, Dong-Sheng Li. A Deeper Understanding of H2 Evolution Entirely from Water via Diborane Hydrolysis. ACS Materials Letters 2023, 5 (3) , 783-797. https://doi.org/10.1021/acsmaterialslett.2c01046
    52. Rajata Kumar Sahoo, Arukela Ganesh Patro, Nabin Sarkar, Sharanappa Nembenna. Comparison of Two Zinc Hydride Precatalysts for Selective Dehydrogenative Borylation of Terminal Alkynes: A Detailed Mechanistic Study. ACS Omega 2023, 8 (3) , 3452-3460. https://doi.org/10.1021/acsomega.2c07381
    53. Hanbin Lee, Tiancheng He, Silas P. Cook. Iron-Catalyzed, Directed Benzylic Borylation. Organic Letters 2023, 25 (1) , 1-4. https://doi.org/10.1021/acs.orglett.2c02864
    54. Kriti Pathak, Shivankan Mishra, Chandan Nandi, Suvam Saha, Sundargopal Ghosh. Synthesis and Chemistry of Dihydridoborate Group 7 Metal Complexes with Varied N,E-Chelated Ligands (E = O, NH, or S). Inorganic Chemistry 2023, 62 (1) , 160-169. https://doi.org/10.1021/acs.inorgchem.2c03095
    55. Xinyue Tan, Xi Wang, Zhen Hua Li, Huadong Wang. Borenium-Ion-Catalyzed C–H Borylation of Arenes. Journal of the American Chemical Society 2022, 144 (51) , 23286-23291. https://doi.org/10.1021/jacs.2c12151
    56. Alexander A. Braddock, Grace E. Lee, Emmanuel A. Theodorakis, Erik A. Romero. Interrogating Redox and Lewis Base Activations of Aminoboranes. Organometallics 2022, 41 (24) , 3845-3851. https://doi.org/10.1021/acs.organomet.2c00462
    57. Xiaolei Zhang, Florian Rauch, Jan Niedens, Ramon B. da Silva, Alexandra Friedrich, Agnieszka Nowak-Król, Simon J. Garden, Todd B. Marder. Electrophilic C–H Borylation of Aza[5]helicenes Leading to Bowl-Shaped Quasi-[7]Circulenes with Switchable Dynamics. Journal of the American Chemical Society 2022, 144 (48) , 22316-22324. https://doi.org/10.1021/jacs.2c10865
    58. Chabush Haldar, Ranjana Bisht, Jagriti Chaturvedi, Saikat Guria, Mirja Md Mahamudul Hassan, Bali Ram, Buddhadeb Chattopadhyay. Ligand- and Substrate-Controlled para C–H Borylation of Anilines at Room Temperature. Organic Letters 2022, 24 (44) , 8147-8152. https://doi.org/10.1021/acs.orglett.2c03188
    59. Vincent Desrosiers, Samantha M. Knight, Frédéric-Georges Fontaine. A Metal-Free Approach for the C–H Activation and Transfer Borylation of Electron-Rich Alkenes. ACS Catalysis 2022, 12 (21) , 13609-13618. https://doi.org/10.1021/acscatal.2c04305
    60. James E. Gillespie, Alexander Fanourakis, Robert J. Phipps. Strategies That Utilize Ion Pairing Interactions to Exert Selectivity Control in the Functionalization of C–H Bonds. Journal of the American Chemical Society 2022, 144 (40) , 18195-18211. https://doi.org/10.1021/jacs.2c08752
    61. Siqi Ma, Shipeng Wang, Jiawei Cao, Fengjiao Liu. Rapid and Accurate Estimation of Activation Free Energy in Hydrogen Atom Transfer-Based C–H Activation Reactions: From Empirical Model to Artificial Neural Networks. ACS Omega 2022, 7 (39) , 34858-34867. https://doi.org/10.1021/acsomega.2c03252
    62. Yunxia Liu, Xin Li, Qing Liu, Xinjin Li, Hui Liu. Electromagnetic Mill Promoted Mechanochemical Solvent-Free Palladium-Catalyzed Borylation of Aryl Bromides. Organic Letters 2022, 24 (36) , 6604-6608. https://doi.org/10.1021/acs.orglett.2c02600
    63. Aobha Hickey, Julia Merz, Hamad H. Al Mamari, Alexandra Friedrich, Todd B. Marder, Gerard P. McGlacken. Iridium-Catalyzed Borylation of 6-Fluoroquinolines: Access to 6-Fluoroquinolones. The Journal of Organic Chemistry 2022, 87 (15) , 9977-9987. https://doi.org/10.1021/acs.joc.2c00973
    64. Joost N. H. Reek, Bas de Bruin, Sonja Pullen, Tiddo J. Mooibroek, Alexander M. Kluwer, Xavier Caumes. Transition Metal Catalysis Controlled by Hydrogen Bonding in the Second Coordination Sphere. Chemical Reviews 2022, 122 (14) , 12308-12369. https://doi.org/10.1021/acs.chemrev.1c00862
    65. Jason M. Stevens, Jun Li, Eric M. Simmons, Steven R. Wisniewski, Stacey DiSomma, Kenneth J. Fraunhoffer, Peng Geng, Bo Hao, Erika W. Jackson. Advancing Base Metal Catalysis through Data Science: Insight and Predictive Models for Ni-Catalyzed Borylation through Supervised Machine Learning. Organometallics 2022, 41 (14) , 1847-1864. https://doi.org/10.1021/acs.organomet.2c00089
    66. Soumya Kumar Sinha, Subir Panja, Jagrit Grover, Partha Sarathi Hazra, Saikat Pandit, Yogesh Bairagi, Xinglong Zhang, Debabrata Maiti. Dual Ligand Enabled Nondirected C–H Chalcogenation of Arenes and Heteroarenes. Journal of the American Chemical Society 2022, 144 (27) , 12032-12042. https://doi.org/10.1021/jacs.2c02126
    67. Sebastián Martínez, Paweł Dydio. Density Functional Theory Studies of the Catalyst Structure–Activity and Selectivity Relationships in Rh(I)-Catalyzed Transfer C–H Borylation of Alkenes. Organometallics 2022, 41 (13) , 1649-1658. https://doi.org/10.1021/acs.organomet.2c00148
    68. Shuai Mao, Bo Yuan, Xinyu Wang, Yahao Zhao, Lu Wang, Xue-Yan Yang, Yi-Ming Chen, San-Qi Zhang, Pengfei Li. Triazene as the Directing Group Achieving Highly Ortho-Selective Diborylation and Sequential Functionalization. Organic Letters 2022, 24 (20) , 3594-3598. https://doi.org/10.1021/acs.orglett.2c00994
    69. Donovan J. Robinson, Kacey G. Ortiz, Nathan P. O’Hare, Rashad R. Karimov. Dearomatization of Heteroarenium Salts with ArBpin Reagents. Application to the Total Synthesis of a Nuphar Alkaloid. Organic Letters 2022, 24 (19) , 3445-3449. https://doi.org/10.1021/acs.orglett.2c00976
    70. Zhengwei Ding, Zhi Liu, Zhijun Wang, Tao Yu, Ming Xu, Jingru Wen, Kaiyan Yang, Hailong Zhang, Liang Xu, Pengfei Li. Catalysis with Diboron(4)/Pyridine: Application to the Broad-Scope [3 + 2] Cycloaddition of Cyclopropanes and Alkenes. Journal of the American Chemical Society 2022, 144 (19) , 8870-8882. https://doi.org/10.1021/jacs.2c03673
    71. Falk William Seidel, Kyoko Nozaki. Cationic and Neutral Iridium(III) Hydride Complexes Supported by a Rigid, Bidentate Boryl/Phosphine Ligand. Organometallics 2022, 41 (9) , 1063-1066. https://doi.org/10.1021/acs.organomet.2c00126
    72. Li Gong, Chao Li, Fangyan Yuan, Senlin Liu, Xiaoming Zeng. Chromium-Catalyzed Selective Borylation of Vinyl Triflates and Unactivated Aryl Carboxylic Esters with Pinacolborane. Organic Letters 2022, 24 (17) , 3227-3231. https://doi.org/10.1021/acs.orglett.2c01015
    73. Nathan W. Dow, P. Scott Pedersen, Tiffany Q. Chen, David C. Blakemore, Anne-Marie Dechert-Schmitt, Thomas Knauber, David W. C. MacMillan. Decarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis. Journal of the American Chemical Society 2022, 144 (14) , 6163-6172. https://doi.org/10.1021/jacs.2c01630
    74. Tyler P. Pabst, Paul J. Chirik. Development of Cobalt Catalysts for the meta-Selective C(sp2)–H Borylation of Fluorinated Arenes. Journal of the American Chemical Society 2022, 144 (14) , 6465-6474. https://doi.org/10.1021/jacs.2c01162
    75. Jian Qiu, Cece Wang, Lu Zhou, Yixian Lou, Kai Yang, Qiuling Song. Ni-Catalyzed Radical-Promoted Defluoroalkylborylation of Trifluoromethyl Alkenes To Access gem-Difluorohomoallylic Boronates. Organic Letters 2022, 24 (12) , 2446-2451. https://doi.org/10.1021/acs.orglett.2c00800
    76. Mirja Md Mahamudul Hassan, Biplab Mondal, Sukriti Singh, Chabush Haldar, Jagriti Chaturvedi, Ranjana Bisht, Raghavan B. Sunoj, Buddhadeb Chattopadhyay. Ir-Catalyzed Ligand-Free Directed C–H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding. The Journal of Organic Chemistry 2022, 87 (6) , 4360-4375. https://doi.org/10.1021/acs.joc.2c00046
    77. Juan A. Rincón, Antonio Navarro, María José Nieves-Remacha, José Eugenio de Diego, J. Craig Ruble, María Luz de la Puente, María Jesús Trigo, Brian A. Schaefer. Hybrid Flow-Batch Model for the Efficient Synthesis of 2-(Dimethylamino)-6-methylpyridin-4-ol. Organic Process Research & Development 2022, 26 (3) , 891-898. https://doi.org/10.1021/acs.oprd.1c00264
    78. Perla Ramesh, Chinnabattigalla Sreenivasulu, Dakoju Ravi Kishore, Dasari Srinivas, Koteswara Rao Gorantla, Bhabani S. Mallik, Gedu Satyanarayana. Recyclable Aliphatic Nitrile-Template Enabled Remote meta-C–H Functionalization at Room Temperature. The Journal of Organic Chemistry 2022, 87 (5) , 2204-2221. https://doi.org/10.1021/acs.joc.1c02865
    79. Xingxing Ma, Zhijie Kuang, Qiuling Song. Recent Advances in the Construction of Fluorinated Organoboron Compounds. JACS Au 2022, 2 (2) , 261-279. https://doi.org/10.1021/jacsau.1c00129
    80. Jose R. Montero Bastidas, Arzoo Chhabra, Yilong Feng, Thomas J. Oleskey, Milton R. Smith, III, Robert E. Maleczka, Jr.. Steric Shielding Effects Induced by Intramolecular C–H···O Hydrogen Bonding: Remote Borylation Directed by Bpin Groups. ACS Catalysis 2022, 12 (4) , 2694-2705. https://doi.org/10.1021/acscatal.1c05701
    81. Bogdan Marciniec, Cezary Pietraszuk, Piotr Pawluć, Hieronim Maciejewski. Inorganometallics (Transition Metal–Metalloid Complexes) and Catalysis. Chemical Reviews 2022, 122 (3) , 3996-4090. https://doi.org/10.1021/acs.chemrev.1c00417
    82. Naofumi Hara, Kazuhiko Semba, Yoshiaki Nakao. X-Type Aluminyl Ligands for Transition-Metal Catalysis. ACS Catalysis 2022, 12 (3) , 1626-1638. https://doi.org/10.1021/acscatal.1c04340
    83. Natalie Holmberg-Douglas, David A. Nicewicz. Photoredox-Catalyzed C–H Functionalization Reactions. Chemical Reviews 2022, 122 (2) , 1925-2016. https://doi.org/10.1021/acs.chemrev.1c00311
    84. Ken Yamazaki, Supriya Rej, Yusuke Ano, Naoto Chatani. Origin of the Enhanced Reactivity in the ortho C–H Borylation of Benzaldehydes with BBr3. Organic Letters 2022, 24 (1) , 213-217. https://doi.org/10.1021/acs.orglett.1c03829
    85. Chathurika R. K. Jayasundara, José M. Gil-Negrete, Jose R. Montero Bastidas, Arzoo Chhabra, M. Montserrat Martínez, José Pérez Sestelo, Milton R. Smith, III, Robert E. Maleczka, Jr.. Merging Iridium-Catalyzed C–H Borylations with Palladium-Catalyzed Cross-Couplings Using Triorganoindium Reagents. The Journal of Organic Chemistry 2022, 87 (1) , 751-759. https://doi.org/10.1021/acs.joc.1c01978
    86. Bin Liu, Andrew M. Romine, Camille Z. Rubel, Keary M. Engle, Bing-Feng Shi. Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)–H Bonds. Chemical Reviews 2021, 121 (24) , 14957-15074. https://doi.org/10.1021/acs.chemrev.1c00519
    87. Jie Li, Pei Zhao, Ruoling Li, Wen Yang, Wanxiang Zhao. Rhodium-Catalyzed β-Dehydroborylation of Silyl Enol Ethers: Access to Highly Functionalized Enolates. Organic Letters 2021, 23 (24) , 9580-9585. https://doi.org/10.1021/acs.orglett.1c03796
    88. Tatsuki Yoshida, Yuki Honda, Tatsuya Morofuji, Naokazu Kano. N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums. Organic Letters 2021, 23 (24) , 9664-9668. https://doi.org/10.1021/acs.orglett.1c03986
    89. Lara Cancela, Miguel A. Esteruelas, Montserrat Oliván, Enrique Oñate. Azolium Control of the Osmium-Promoted Aromatic C–H Bond Activation in 1,3-Disubstituted Substrates. Organometallics 2021, 40 (23) , 3979-3991. https://doi.org/10.1021/acs.organomet.1c00565
    90. Baiyang Jiang, Mingji Dai. 11-Step and Scalable Total Synthesis of Hamigeran M Enabled by Five C–H Functionalizations. Journal of the American Chemical Society 2021, 143 (48) , 20084-20089. https://doi.org/10.1021/jacs.1c11060
    91. Man Luo, Yi Qin, Xi Chen, Qian Xiao, Binlin Zhao, Weiwei Yao, Mengtao Ma. ZnBr2-Catalyzed Dehydrogenative Borylation of Terminal Alkynes. The Journal of Organic Chemistry 2021, 86 (23) , 16666-16674. https://doi.org/10.1021/acs.joc.1c01936
    92. Wenzhi Zhang, Fusheng Bie, Jie Ma, Fengyan Zhou, Michal Szostak, Chengwei Liu. Palladium-Catalyzed Decarbonylative Borylation of Aryl Anhydrides. The Journal of Organic Chemistry 2021, 86 (23) , 17445-17452. https://doi.org/10.1021/acs.joc.1c02134
    93. In-Soo Myeong, Nadide Hazal Avci, Mohammad Movassaghi. Total Synthesis of (−)-Kopsifoline A and (+)-Kopsifoline E. Organic Letters 2021, 23 (23) , 9118-9122. https://doi.org/10.1021/acs.orglett.1c03448
    94. Boran Lee, Tyler P. Pabst, Paul J. Chirik. Effect of Pincer Methylation on the Selectivity and Activity in (PNP)Cobalt-Catalyzed C(sp2)–H Borylation. Organometallics 2021, 40 (22) , 3766-3774. https://doi.org/10.1021/acs.organomet.1c00499
    95. Shubhankar Kumar Bose, Lujia Mao, Laura Kuehn, Udo Radius, Jan Nekvinda, Webster L. Santos, Stephen A. Westcott, Patrick G. Steel, Todd B. Marder. First-Row d-Block Element-Catalyzed Carbon–Boron Bond Formation and Related Processes. Chemical Reviews 2021, 121 (21) , 13238-13341. https://doi.org/10.1021/acs.chemrev.1c00255
    96. Ryosuke Masuda, Satoru Kuwano, Kei Goto. Late-Stage Functionalization of the Periphery of Oligophenylene Dendrimers with Various Arene Units via Fourfold C–H Borylation. The Journal of Organic Chemistry 2021, 86 (21) , 14433-14443. https://doi.org/10.1021/acs.joc.1c01252
    97. Chenlu Dong, Xufeng Zhao, Yuki Katsuragi, Hojin Kim, Masahiko Hayashi, Ryosuke Matsubara. Furoxan Incorporation into C–H Bonds Enabling Nitrogen-Containing Functional Group Installation into the Same. The Journal of Organic Chemistry 2021, 86 (21) , 15807-15817. https://doi.org/10.1021/acs.joc.1c01950
    98. Anju Unnikrishnan, Raghavan B. Sunoj. Iridium-Catalyzed Regioselective Borylation through C–H Activation and the Origin of Ligand-Dependent Regioselectivity Switching. The Journal of Organic Chemistry 2021, 86 (21) , 15618-15630. https://doi.org/10.1021/acs.joc.1c02126
    99. Paul Knochel, Kevin P. Cole. Directed Ortho Metalation in 2021: A Tribute to Victor Snieckus (August 1, 1937–December 18, 2020). Organic Process Research & Development 2021, 25 (10) , 2188-2191. https://doi.org/10.1021/acs.oprd.1c00271
    100. Fabio Juliá, Qianzhen Shao, Meng Duan, Matthew B. Plutschack, Florian Berger, Javier Mateos, Chenxi Lu, Xiao-Song Xue, K. N. Houk, Tobias Ritter. High Site Selectivity in Electrophilic Aromatic Substitutions: Mechanism of C–H Thianthrenation. Journal of the American Chemical Society 2021, 143 (39) , 16041-16054. https://doi.org/10.1021/jacs.1c06281
    Load more citations

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect