EPR study of hindered internal rotation in alkyl-fullerene (C60) radicals

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1. Hiroki Hirano, Hirona Takahashi, Akio Kawai. Pulsed EPR Study of the Initial Steps of Radical-Scavenging Reactions of C70 with Diphenylphosphine Oxide, Hydroxycyclohexyl, and 2-Hydroxypropyl Radicals. The Journal of Physical Chemistry B 2022, 126 (32) , 6074-6082. https://doi.org/10.1021/acs.jpcb.2c03398
2. Denis Sh. Sabirov, Ralia R. Garipova, and Ramil G. Bulgakov . Density Functional Theory Study on the Decay of Fullerenyl Radicals RC60•, ROC60•, and ROOC60• (R = tert-Butyl and Cumyl) and Polarizability of the Formed Fullerene Dimers. The Journal of Physical Chemistry A 2013, 117 (49) , 13176-13183. https://doi.org/10.1021/jp409845q
3. Manolis D. Tzirakis and Michael Orfanopoulos . Radical Reactions of Fullerenes: From Synthetic Organic Chemistry to Materials Science and Biology. Chemical Reviews 2013, 113 (7) , 5262-5321. https://doi.org/10.1021/cr300475r
4. Shaohua Huang,, Zuo Xiao,, Fudong Wang,, Liangbing Gan,, Xiang Zhang,, Xiangqing Hu,, Shiwei Zhang,, Mujian Lu,, Qinqi Pan, and, Li Xu. Selective Preparation of Oxygen-Rich [60]Fullerene Derivatives by Stepwise Addition of tert-Butylperoxy Radical and Further Functionalization of the Fullerene Mixed Peroxides. The Journal of Organic Chemistry 2004, 69 (7) , 2442-2453. https://doi.org/10.1021/jo049974q
5. Liangbing Gan,, Shaohua Huang,, Xiang Zhang,, Aixin Zhang,, Bichu Cheng,, Hao Cheng,, Xiaolei Li, and, Gao Shang. Fullerenes as a tert-Butylperoxy Radical Trap, Metal Catalyzed Reaction of tert-Butyl Hydroperoxide with Fullerenes, and Formation of the First Fullerene Mixed Peroxides C60(O)(OOtBu)4 and C70(OOtBu)10. Journal of the American Chemical Society 2002, 124 (45) , 13384-13385. https://doi.org/10.1021/ja027714p
6. Baojun Qu,, Geoff Hawthorn,, Albert W. H. Mau, and, Liming Dai. Photochemical Generation of Polymeric Alkyl-C60 Radicals:  ESR Detection and Identification. The Journal of Physical Chemistry B 2001, 105 (11) , 2129-2134. https://doi.org/10.1021/jp002666l
7. Igor V. Koptyug and, Artem G. Goloshevsky, , Igor S. Zavarine and, Nicholas J. Turro, , Paul J. Krusic. CIDEP Studies of Fullerene-Derived Radical Adducts. The Journal of Physical Chemistry A 2000, 104 (24) , 5726-5731. https://doi.org/10.1021/jp994005y
8. John R. Morton,, Fabrizia Negri, and, Keith F. Preston. Addition of Free Radicals to C60. Accounts of Chemical Research 1998, 31 (2) , 63-69. https://doi.org/10.1021/ar950120p
9. Yu Lien Hwang,, Che Chau Yang, and, Kuo Chu Hwang. The Spike in the C60•- ESR Spectrum:  Oxygen Effect and Negative Temperature Dependence of the C60O2•- Isomerization Rate. The Journal of Physical Chemistry A 1997, 101 (43) , 7971-7976. https://doi.org/10.1021/jp9711555
10. Che Chau Yang and, Kuo Chu Hwang. Disproportionation of Photoexcited C60. Journal of the American Chemical Society 1996, 118 (19) , 4693-4698. https://doi.org/10.1021/ja952640l
11. Roberta Borghi,, Lodovico Lunazzi,, Giuseppe Placucci,, Paul J. Krusic,, David A. Dixon,, Nobuyuki Matsuzawa, and, Masafumi Ata. Addition of Aryl and Fluoroalkyl Radicals to Fullerene C70:  ESR Detection of Five Regioisomeric Adducts and Density Functional Calculations. Journal of the American Chemical Society 1996, 118 (32) , 7608-7617. https://doi.org/10.1021/ja960979h
12. Qian-Na Peng, Hui-Juan Wang, Xing-Yu Wang, Fa-Bao Li, Li Liu, Xiaoli Wang, Ping Wu, Chao-Yang Liu. Synthesis of pendant fullerene dimers by an aminomethylation reaction of fulleropyrrolidines bearing ketone moieties. Organic & Biomolecular Chemistry 2023, 21 (23) , 4881-4892. https://doi.org/10.1039/D3OB00365E
13. Yang-Rong Yao, Olivia Fernandez-Delgado, Luis Echegoyen. Fullerenes and their applications. 2021, 19-158. https://doi.org/10.1016/B978-0-12-821996-6.00012-9
14. Yongqiang Dong, Lisi Wan, Jianhua Cai, Qingqing Fang, Yuwu Chi, Guonan Chen. Natural carbon-based dots from humic substances. Scientific Reports 2015, 5 (1) https://doi.org/10.1038/srep10037
15. Fa‐Bao Li, Guan‐Wu Wang. Fullerenes. 2013, 1-89. https://doi.org/10.1002/0471238961.0621121220012512.a01.pub2
16. Elena Domeshek, Rami J. Batrice, Sinai Aharonovich, Boris Tumanskii, Mark Botoshansky, Moris S. Eisen. Organoactinides in the polymerization of ethylene: is TIBA a better cocatalyst than MAO?. Dalton Transactions 2013, 42 (25) , 9069. https://doi.org/10.1039/c3dt00032j
17. H. A. Dabbagh, M. Zamani, H. Mortaji. Conformational stability and rotational energy barrier of RC60–C60R dimers: hyperconjugation versus steric effect. Journal of the Iranian Chemical Society 2012, 9 (2) , 205-223. https://doi.org/10.1007/s13738-011-0042-7
18. Manolis D. Tzirakis, Michael Orfanopoulos. Radical Chemistry on Fullerenes. 2012https://doi.org/10.1002/9781119953678.rad084
19. Yasushi Morita, Akira Ueda. Curved π‐Conjugated Stable Open‐Shell Systems Possessing Three‐Dimensional Molecular/Electronic Spin Structures. 2011, 95-134. https://doi.org/10.1002/9781118011263.ch4
20. B. Qu, S. M. Chen, L. M. Dai. Simulation analysis of ESR spectrum of polymer alkyl-C60 radicals formed by photoinitiated reactions of low-density polyethylene. Applied Magnetic Resonance 2000, 19 (1) , 59-67. https://doi.org/10.1007/BF03162261
21. V. N. Vasyukov, V. P. D’yakonov, V. A. Shapovalov, E. I. Aksimentyeva, H. Szymczak, S. Piechota. Temperature-induced change in the ESR spectrum of the Fe3+ ion in polyaniline. Low Temperature Physics 2000, 26 (4) , 265-269. https://doi.org/10.1063/1.593896
22. Andreas Hirsch. Principles of Fullerene Reactivity. 1999, 1-65. https://doi.org/10.1007/3-540-68117-5_1
23. Masato Yoshida, Fatema Sultana, Naomi Uchiyama, Toshiyuki Yamada, Masahiko Iyoda. Efficient synthesis of fullerene dimers containing a fluoroalkyl group. Tetrahedron Letters 1999, 40 (4) , 735-736. https://doi.org/10.1016/S0040-4039(98)02442-3
24. S Samal, S K Sahoo. An overview of fullerene chemistry. Bulletin of Materials Science 1997, 20 (2) , 141-230. https://doi.org/10.1007/BF02744892
25. Amanda G. Camp, Warren T. Ford, Alanta Lary, Dilip K. Sensharma, Young H. Chang, David M. Hercules, John B. Williams. Reaction of C 60 with Oxygen Initiated by Radicals from Azo(Bisisobutyronitrile). Fullerene Science and Technology 1997, 5 (3) , 527-545. https://doi.org/10.1080/15363839708015906
26. Masato Yoshida, Daiki Suzuki, Masahiko Iyoda. Convenient Synthesis of 1-Fluoroalkyl-2-hydro[60]fullerene Using Fluoroalkyl Halide with Tributyltin Hydride under Radical Conditions. Chemistry Letters 1996, 25 (12) , 1097-1098. https://doi.org/10.1246/cl.1996.1097
27. B. L. Tumanskii. An ESR study of radical reactions of C60 and C70. Russian Chemical Bulletin 1996, 45 (10) , 2267-2278. https://doi.org/10.1007/BF01435367
28. S. S. Eaton, G. R. Eaton. EPR spectra of C60 anions. Applied Magnetic Resonance 1996, 11 (2) , 155-170. https://doi.org/10.1007/BF03162051
29. Yong-Kang Zhang, Edward G. Janzen, Yashige Kotake. Stabilities and reactivities of buckminsterfullerene radicals, (Bu t O) n C 60 ˙, towards dioxygen, nitric oxide and spin trapping agents. J. Chem. Soc., Perkin Trans. 2 1996, 35 (6) , 1191-1196. https://doi.org/10.1039/P29960001191
30. S. K. Misra, V. Petkov. Electron paramagnetic and muon spin resonance studies in fullerenes. Applied Magnetic Resonance 1995, 8 (2) , 277-310. https://doi.org/10.1007/BF03162792
31. Graham J. Hutchings, Ian T. Cairns, Stephen P. Saberi. Comments on the use of buckminsterfullerene encapsulated in zeolite Y as a potential catalyst. Catalysis Letters 1995, 30 (1-4) , 131-134. https://doi.org/10.1007/BF00813679
32. John R. Morton, Keith F. Preston, Paul J. Krusic. EPR spectroscopy of fullerene adducts. Hyperfine Interactions 1994, 86 (1) , 763-777. https://doi.org/10.1007/BF02068976
33. . Nucleophilic Additions. 1994, 56-78. https://doi.org/10.1002/9783527619214.ch3
34. . Radical Additions. 1994, 136-149. https://doi.org/10.1002/9783527619214.ch6
35. J. R. Morton, F. Negri, K. F. Preston. Temperature dependence of the proton hyperfine interaction in HC 60 and the proton-muon hyperfine anomaly. Physical Review B 1994, 49 (18) , 12446-12450. https://doi.org/10.1103/PhysRevB.49.12446
36. M. Romanelli, V. Kurshev, L. Kevan. Electron spin echo at S-band: Nuclear modulations and decay in C60 powder. Applied Magnetic Resonance 1994, 6 (3) , 401-409. https://doi.org/10.1007/BF03162633
37. J. R. Morton, K. F. Preston. The Hyperfine Interactions of Free Radical Adducts of C60. 1994, 141-168. https://doi.org/10.1007/978-94-011-0984-0_9
38. Kenneth J. Klabunde. Carbon Group (Group 14). 1994, 228-276. https://doi.org/10.1016/B978-0-08-092406-9.50012-1
39. Dirk M. Guldi, Hartmut Hungerbühler, Martin Wilhelm, Klaus-Dieter Asmus. Pulse radiolytically induced redox and alkylation processes of C 70. J. Chem. Soc., Faraday Trans. 1994, 90 (10) , 1391-1396. https://doi.org/10.1039/FT9949001391
40. Paul J. Fagan, Paul J. Krusic, C. N. McEwen, J. Lazar, Deborah Holmes Parkert, N. Herron, E. Wasserman. Production of Perfluoroalkylated Nanospheres from Buckminsterfullerene. Science 1993, 262 (5132) , 404-407. https://doi.org/10.1126/science.262.5132.404
41. Andreas Hirsch. Die Chemie der Fullerene: ein Überblick. Angewandte Chemie 1993, 105 (8) , 1189-1192. https://doi.org/10.1002/ange.19931050807
42. Andreas Hirsch. The Chemistry of the Fullerenes: An Overview. Angewandte Chemie International Edition in English 1993, 32 (8) , 1138-1141. https://doi.org/10.1002/anie.199311381
43. P. J. KRUSIC, D. C. ROE, E. JOHNSTON, J. R. MORTON, K. F. PRESTON. ChemInform Abstract: EPR Study of Hindered Internal Rotation in Alkyl‐C60 Radicals.. ChemInform 1993, 24 (25) https://doi.org/10.1002/chin.199325040
44. P. N. Keizer, J. R. Morton, K. F. Preston, P. J. Krusic. Electron paramagnetic resonance spectra of R–C 60 radicals Part 2: hindered rotation in alkyl- and silyl-C 60 radicals. J. Chem. Soc., Perkin Trans. 2 1993, 113 (6) , 1041-1045. https://doi.org/10.1039/P29930001041
45. J. A. Howard. 6 Fullerene centered radicals. , 317-372. https://doi.org/10.1007/10796904_13