Steric Effects in Displacement Reactions. III. The Base Strengths of Pyridine, 2,6-Lutidine and the Monoalkylpyridines

Click to copy article linkArticle link copied!

This article is cited by 123 publications.

1. Yidong Wang, Sarah G. Scrivener, Xiao-Dong Zuo, Ruihan Wang, Philip N. Palermo, Ethan Murphy, Austin C. Durham, Yi-Ming Wang. Iron-Catalyzed Contrasteric Functionalization of Allenic C(sp2)–H Bonds: Synthesis of α-Aminoalkyl 1,1-Disubstituted Allenes. Journal of the American Chemical Society 2021, 143 (37) , 14998-15004. https://doi.org/10.1021/jacs.1c07512
2. Patrizia Siega, Renata Dreos, Giovanna Brancatelli, Nicola Demitri, and Silvano Geremia . Formation and Structure of a Cobalt(III) Complex Containing a Nonstabilized Pyridinium Ylide Ligand. Organometallics 2014, 33 (21) , 6076-6080. https://doi.org/10.1021/om5007374
3. Yung-Yu Chang, Tse-Lok Ho, and Wen-Sheng Chung . Deformative Transition of the Menschutkin Reaction and Helical Atropisomers in a Congested Polyheterocyclic System. The Journal of Organic Chemistry 2014, 79 (21) , 9970-9978. https://doi.org/10.1021/jo501815y
4. Masato Ohashi, Mitsutoshi Shibata, Hiroki Saijo, Tadashi Kambara, and Sensuke Ogoshi . Carbon–Fluorine Bond Activation of Tetrafluoroethylene on Palladium(0) and Nickel(0): Heat or Lewis Acidic Additive Promoted Oxidative Addition. Organometallics 2013, 32 (13) , 3631-3639. https://doi.org/10.1021/om400255t
5. Jhih-Fong Lin, Guang-Yao Tu, Chun-Chih Ho, Chun-Yu Chang, Wei-Che Yen, Sheng-Hao Hsu, Yang-Fang Chen, and Wei-Fang Su . Molecular Structure Effect of Pyridine-Based Surface Ligand on the Performance of P3HT:TiO2 Hybrid Solar Cell. ACS Applied Materials & Interfaces 2013, 5 (3) , 1009-1016. https://doi.org/10.1021/am302700c
6. Alan D. Gift, Sarah M. Stewart, and Patrick Kwete Bokashanga . Experimental Determination of pKa Values by Use of NMR Chemical Shifts, Revisited. Journal of Chemical Education 2012, 89 (11) , 1458-1460. https://doi.org/10.1021/ed200433z
7. Stefan Durben and Thomas Baumgartner . Azadibenzophospholes: Functional Building Blocks with Pronounced Electron-Acceptor Character. Inorganic Chemistry 2011, 50 (14) , 6823-6836. https://doi.org/10.1021/ic200951x
8. David L. Morgan, James J. Harrison, Casey D. Stokes, and Robson F. Storey . Kinetics and Mechanism of End-Quenching of Quasiliving Polyisobutylene with Sterically Hindered Bases. Macromolecules 2011, 44 (8) , 2438-2443. https://doi.org/10.1021/ma200200v
9. Dmitry V. Yandulov and, Richard R. Schrock. Studies Relevant to Catalytic Reduction of Dinitrogen to Ammonia by Molybdenum Triamidoamine Complexes. Inorganic Chemistry 2005, 44 (4) , 1103-1117. https://doi.org/10.1021/ic040095w
10. Vural Bütün,, Steven P. Armes, and, Norman C. Billingham. Selective Quaternization of 2-(Dimethylamino)ethyl Methacrylate Residues in Tertiary Amine Methacrylate Diblock Copolymers. Macromolecules 2001, 34 (5) , 1148-1159. https://doi.org/10.1021/ma001550k
11. Saša Stanković and, James H. Espenson. Oxidation of Methyl Trimethylsilyl Ketene Acetals to α-Hydroxyesters with Urea Hydrogen Peroxide Catalyzed by Methyltrioxorhenium. The Journal of Organic Chemistry 2000, 65 (18) , 5528-5530. https://doi.org/10.1021/jo000212e
12. Seymour L. Shapiro, Elaine S. Isaacs, Victor. Bandurco, and Louis. Freedman. Apparent Dissociation Constants of Haloaralkylamines. Journal of Medicinal and Pharmaceutical Chemistry 1962, 5 (4) , 793-799. https://doi.org/10.1021/jm01239a013
13. Jeong Jae Lee, Kwanyong Jeong, Sunil Kwon, Hyunwoo Yook, Soo Min Kim, Jeong Woo Han, Jungkyu Choi, Ji Hoon Park. ‘Magic methyl effect’ in 2-benzylpyridine-based H2 storage materials: Enhanced H2 storage/release performances. Energy Storage Materials 2024, 67 , 103259. https://doi.org/10.1016/j.ensm.2024.103259
14. Louis R. Redfern. Quantification of residual organic bases in an active pharmaceutical ingredient using mixed-mode chromatography and UV detection. Journal of Chromatography A 2024, 1717 , 464658. https://doi.org/10.1016/j.chroma.2024.464658
15. Chandrabhan Verma, M.A. Quraishi, K.Y. Rhee. Hydrophilicity and hydrophobicity consideration of organic surfactant compounds: Effect of alkyl chain length on corrosion protection. Advances in Colloid and Interface Science 2022, 306 , 102723. https://doi.org/10.1016/j.cis.2022.102723
16. Niginia Borlinghaus, Tharique N. Ansari, Leon H. von Garrel, Deborah Ogulu, Sachin Handa, Valentin Wittmann, Wilfried M. Braje. Nucleophilic aromatic substitution reactions under aqueous, mild conditions using polymeric additive HPMC. Green Chemistry 2021, 23 (11) , 3955-3962. https://doi.org/10.1039/D1GC00128K
17. Katerina P. Hilleke, Kendall R. Kamp, Yueai Lin, Daniel C. Fredrickson. Structural Plasticity in the Frank‐Kasper Realm: Chemical Pressure Roles of the μ ‐ and χ‐Phase Units in the Mo−Fe−Cr System. Zeitschrift für anorganische und allgemeine Chemie 2021, 647 (2-3) , 64-74. https://doi.org/10.1002/zaac.202000340
18. Yingshuo Liu, Aniruddha Deb, Kwan Yee Leung, Weixuan Nie, William S. Dean, James E. Penner-Hahn, Charles C. L. McCrory. Determining the coordination environment and electronic structure of polymer-encapsulated cobalt phthalocyanine under electrocatalytic CO 2 reduction conditions using in situ X-Ray absorption spectroscopy. Dalton Transactions 2020, 49 (45) , 16329-16339. https://doi.org/10.1039/D0DT01288B
19. Daniel J. Adams, Brian Johns, Andrei N. Vedernikov. Methyl transfer reactivity of pentachloromethylplatinate(IV) anion with a series of N-nucleophiles. Journal of Organometallic Chemistry 2019, 880 , 22-28. https://doi.org/10.1016/j.jorganchem.2018.10.020
20. J. Michalski, E. Kucharska, W. Sąsiadek, J. Lorenc, J. Hanuza. Excited states of selected hydrazo-compounds on the example of 5-nitro-2-(2-phenylhydrazinyl)pyridine and its 3-, 4- or 6-methyl isomers. Journal of Molecular Structure 2016, 1123 , 80-91. https://doi.org/10.1016/j.molstruc.2016.06.019
21. Yuriy A. Chesalov, Tamara V. Andrushkevich, Vladimir P. Baltakhinov. FTIR study of the role of surface complexes in a transformation of picoline isomers on vanadium-titanium oxide catalysts. Vibrational Spectroscopy 2016, 83 , 138-150. https://doi.org/10.1016/j.vibspec.2016.02.004
22. Aleksander Kufelnicki, Mirosława Świątek, Magdalena Woźniczka, Urszula Kalinowska-Lis, Julia Jezierska, Justyn Ochocki. Complexing Properties of Pyridine-4-methylene Derivatives: Diethyl(pyridine-4-ylmethyl)phosphate, 4-Pyridylmethylphosphonic Acid and 4-Hydroxymethylpyridine with Cu(II) in Aqueous Solution. Journal of Solution Chemistry 2016, 45 (1) , 28-41. https://doi.org/10.1007/s10953-015-0424-z
23. Athanassios Panagiotopoulos, Kalliopi Ladomenou, Dongyue Sun, Vincent Artero, Athanassios G. Coutsolelos. Photochemical hydrogen production and cobaloximes: the influence of the cobalt axial N-ligand on the system stability. Dalton Transactions 2016, 45 (15) , 6732-6738. https://doi.org/10.1039/C5DT04502A
24. A. Malpica, M. Calzadilla, I. Mejias. Kinetics and Mechanism for Oxime Formation from 4-Pyridinecarboxaldehyde N-Oxide. Journal of Chemical Research 2015, 39 (5) , 289-293. https://doi.org/10.3184/174751915X14305690969413
25. Richard K. Henderson, Alan P. Hill, Anikó M. Redman, Helen F. Sneddon. Development of GSK's acid and base selection guides. Green Chemistry 2015, 17 (2) , 945-949. https://doi.org/10.1039/C4GC01481B
26. Tyler Trefz, Md. Khayrul Kabir, Rajsapan Jain, Brian O. Patrick, Robin G. Hicks. Unconventional redox properties of hydroquinones with intramolecular OH−N hydrogen bonds. Canadian Journal of Chemistry 2014, 92 (10) , 1010-1020. https://doi.org/10.1139/cjc-2014-0175
27. Torsten Weilandt, Nora L. Löw, Gregor Schnakenburg, Jörg Daniels, Martin Nieger, Christoph A. Schalley, Arne Lützen. Exploring the Palladium and PlatinumBis(pyridine) Complex Motif by NMR Spectroscopy, X‐ray Crystallography, (Tandem) Mass Spectrometry, and Isothermal Titration Calorimetry: Do Substituent Effects Follow Chemical Intuition?. Chemistry – A European Journal 2012, 18 (52) , 16665-16676. https://doi.org/10.1002/chem.201202771
28. Thiruvengadam Munisamy, Richard R. Schrock. An electrochemical investigation of intermediates and processes involved in the catalyticreduction of dinitrogen by [HIPTN3N]Mo (HIPTN3N = (3,5-(2,4,6-i-Pr3C6H2)2C6H3NCH2CH2)3N). Dalton Trans. 2012, 41 (1) , 130-137. https://doi.org/10.1039/C1DT11287B
29. Agnieszka Krogul, Jakub Cedrowski, Katarzyna Wiktorska, Wojciech P. Ozimiński, Jadwiga Skupińska, Grzegorz Litwinienko. Crystal structure, electronic properties and cytotoxic activity of palladium chloride complexes with monosubstituted pyridines. Dalton Trans. 2012, 41 (2) , 658-666. https://doi.org/10.1039/C1DT11412C
30. Renatus W. Sinkeldam, Paul Marcus, Dmitriy Uchenik, Yitzhak Tor. Multisensing Emissive Pyrimidine. ChemPhysChem 2011, 12 (12) , 2260-2265. https://doi.org/10.1002/cphc.201100315
31. Amanda J. Morris, Robert T. McGibbon, Andrew B. Bocarsly. Electrocatalytic Carbon Dioxide Activation: The Rate‐Determining Step of Pyridinium‐Catalyzed CO 2 Reduction. ChemSusChem 2011, 4 (2) , 191-196. https://doi.org/10.1002/cssc.201000379
32. Ali El-Agamey, Shunichi Fukuzumi. Laser flash photolysis study on the retinol radical cation in polar solvents. Organic & Biomolecular Chemistry 2011, 9 (18) , 6437. https://doi.org/10.1039/c1ob05814b
33. S. B. Larionov, L. I. Myachina, E. G. Boguslavskii, R. V. Andreev, G. I. Borodkin, V. E. Shubin. Complexes of Cu(II) and Pd(II) with 2-R-1,3,11,11c-tetraazacyclopenta[c]phenanthrenes. Russian Journal of General Chemistry 2010, 80 (1) , 133-136. https://doi.org/10.1134/S1070363210010184
34. Ramachandra S. Hosmane, Joel F. Liebman. Paradoxes and paradigms: why is quinoline less basic than pyridine or isoquinoline? A classical organic chemical perspective. Structural Chemistry 2009, 20 (4) , 693-697. https://doi.org/10.1007/s11224-009-9464-6
35. William L. Mitchell, Gerard M.P. Giblin, Alan Naylor, Andrew J. Eatherton, Brian P. Slingsby, Anthony D. Rawlings, Karamjit S. Jandu, Carl P. Haslam, Andrew J. Brown, Paul Goldsmith, Nick M. Clayton, Alex W. Wilson, Iain P. Chessell, Richard H. Green, Andrew R. Whittington, Ian D. Wall. Pyridine-3-carboxamides as novel CB2 agonists for analgesia. Bioorganic & Medicinal Chemistry Letters 2009, 19 (1) , 259-263. https://doi.org/10.1016/j.bmcl.2008.10.118
36. Ryosuke Murakami, Asuka Minami, Tadashi Mizutani. Molecular recognition in anisotropic media. Binding of alkylpyridines to amphiphilic zinc porphyrins incorporated in liposomal bilayer membranes. Organic & Biomolecular Chemistry 2009, 7 (7) , 1437. https://doi.org/10.1039/b817241b
37. Fernando Blanco, Daniel H. O’ Donovan, Ibon Alkorta, José Elguero. Substitution effects on neutral and protonated pyridine derivatives along the periodic table. Structural Chemistry 2008, 19 (2) , 339-352. https://doi.org/10.1007/s11224-008-9290-2
38. Mojtaba Bagherzadeh, Laleh Tahsini, Reza Latifi. Efficient oxidation of olefins and sulfides catalyzed by manganese(III)-tridentate Schiff base complex using UHP as oxidant. Catalysis Communications 2008, 9 (7) , 1600-1606. https://doi.org/10.1016/j.catcom.2008.01.020
39. Gabriella Siani, Guido Angelini, Paolo De Maria, Antonella Fontana, Marco Pierini. Solvent effects on the rate of the keto–enol interconversion of 2-nitrocyclohexanone. Organic & Biomolecular Chemistry 2008, 6 (22) , 4236. https://doi.org/10.1039/b813011f
40. Daryoush Mohajer, Leila Sadeghian. Co-catalytic effects of nitrogen donors on the epoxidation of cyclooctene with tetra-n-butylammonium hydrogen monopersulfate in the presence of manganese(III)tetraarylporphyrins: A comparative study. Journal of Molecular Catalysis A: Chemical 2007, 272 (1-2) , 191-197. https://doi.org/10.1016/j.molcata.2007.03.033
41. Herbert Mayr, Armin R. Ofial. Das Reaktivitäts‐Selektivitäts‐Prinzip: ein unzerstörbarer Mythos der organischen Chemie. Angewandte Chemie 2006, 118 (12) , 1876-1886. https://doi.org/10.1002/ange.200503273
42. Herbert Mayr, Armin R. Ofial. The Reactivity–Selectivity Principle: An Imperishable Myth in Organic Chemistry. Angewandte Chemie International Edition 2006, 45 (12) , 1844-1854. https://doi.org/10.1002/anie.200503273
43. Juan Antonio González, Ismael Mozo, Isaías García de la Fuente, José Carlos Cobos. Thermodynamics of organic mixtures containing amines. Thermochimica Acta 2006, 441 (1) , 53-68. https://doi.org/10.1016/j.tca.2005.11.027
44. Aleksandra Borowiak‐Resterna, Beniamin Lenarcik. Effect of the Alkyl Chain Length in N ,  N ‐Dialkylpyridine‐3‐carboxamides upon their Extraction of Copper(II) from Aqueous Chloride Solutions. Solvent Extraction and Ion Exchange 2004, 22 (6) , 913-931. https://doi.org/10.1081/SEI-200037425
45. Brian H Heasley, Renata Jarosz, Karen M Carter, S Jenny Van, Kevin R Lynch, Timothy L Macdonald. A novel series of 2-pyridyl-containing compounds as lysophosphatidic acid receptor antagonists: development of a nonhydrolyzable LPA3 receptor-selective antagonist. Bioorganic & Medicinal Chemistry Letters 2004, 14 (15) , 4069-4074. https://doi.org/10.1016/j.bmcl.2004.05.023
46. Daryoush Mohajer, Gholamreza Karimipour, Mojtaba Bagherzadeh. Reactivity studies of biomimetic catalytic epoxidation of alkenes with tetrabutylammonium periodate in the presence of various manganese porphyrins and nitrogen donors: significant axial ligand π-bonding effects. New J. Chem. 2004, 28 (6) , 740-747. https://doi.org/10.1039/B310909G
47. Jana Roithová, Otto Exner. Protonation of alkylpyridines: polarizability and steric effects in the base and in the cation. Journal of Physical Organic Chemistry 2001, 14 (11) , 752-758. https://doi.org/10.1002/poc.424
48. Noboru Morita, Tetsuo Okujima, Tomomi Terazono, Shunji Ito, Toyonobu Asao. Reaction of 2-Aminoazulenes with Aldehydes. One Pot Synthesis of Diazuleno[2,1-b:1,2-e]pyridines. HETEROCYCLES 2001, 54 (2) , 667. https://doi.org/10.3987/COM-00-S(I)41
49. A. Nedoloujko, J. Kiwi. TiO2 speciation precluding mineralization of 4-tert-butylpyridine. Accelerated mineralization via Fenton photo-assisted reaction. Water Research 2000, 34 (13) , 3277-3284. https://doi.org/10.1016/S0043-1354(00)00055-5
50. Jonathan R. Sargent, William P. Weber. Novel synthesis of triblock PDMS-PS-PDMS copolymers. Journal of Polymer Science Part A: Polymer Chemistry 2000, 38 (3) , 482-488. https://doi.org/10.1002/(SICI)1099-0518(20000201)38:3<482::AID-POLA13>3.0.CO;2-D
51. Marco Fontani, Frank Peters, Wolfgang Scherer, Wolfgang Wachter, Matthias Wagner, Piero Zanello. Adducts of Ferrocenylboranes and Pyridine Bases: Generation of Charge-Transfer Complexes and Reversible Coordination Polymers. European Journal of Inorganic Chemistry 1998, 1998 (10) , 1453-1465. https://doi.org/10.1002/(SICI)1099-0682(199810)1998:10<1453::AID-EJIC1453>3.0.CO;2-X
52. Jo�o Carlos R. Reis, Manuel A. P. Segurado, Jaime D. Gomes de Oliveira. Improved Yukawa-Tsuno equation and the substituent effect on pyridine basicity. Journal of Physical Organic Chemistry 1998, 11 (7) , 495-503. https://doi.org/10.1002/(SICI)1099-1395(199807)11:7<495::AID-POC28>3.0.CO;2-K
53. A.K. Bajpai, M. Rajpoot, D.D. Mishra. Studies on the Adsorption of Sulfapyridine at the Solution–Alumina Interface. Journal of Colloid and Interface Science 1997, 187 (1) , 96-104. https://doi.org/10.1006/jcis.1996.4655
54. A. Borowiak-Resterna, J. Szymanowski, A. Voelkel. Structure and nitrogen basicity of pyridine metal extractants. Journal of Radioanalytical and Nuclear Chemistry Articles 1996, 208 (1) , 75-86. https://doi.org/10.1007/BF02039750
55. João Carlos R. Reis, Manuel A. P. Segurado, Jaime D. Gomes De Oliveira. Plurilinear improvement of the Hammett equation. Journal of Physical Organic Chemistry 1995, 8 (10) , 671-688. https://doi.org/10.1002/poc.610081006
56. Noriyuki Nakasuka, Kiyomi Azuma, Motoharu Tanaka. Complex formation of copper(II) acetate with pyridine bases in anhydrous acetic acid. Inorganica Chimica Acta 1995, 238 (1-2) , 83-87. https://doi.org/10.1016/0020-1693(95)04686-4
57. Masaru Tada, Kiyohiko Sugano, Takao Yoshihara. Alkyl Radical Substitution on Disulfide in the Presence of Cobalt(II) Complexes. Bulletin of the Chemical Society of Japan 1995, 68 (10) , 2969-2973. https://doi.org/10.1246/bcsj.68.2969
58. F. Peral, E. Gallego. Self-association of pyridine and some of its derivatives in aqueous solution: influence of alkyl substituents. Journal of Molecular Structure 1994, 326 , 59-68. https://doi.org/10.1016/0022-2860(94)08330-4
59. Guo‐Hua Hu, Wei Wang. A kinetic model for steric hindrance effects on quaternization of poly(vinylpyridines). Journal of Polymer Science Part A: Polymer Chemistry 1993, 31 (13) , 3453-3464. https://doi.org/10.1002/pola.1993.080311335
60. Hiromu Uramoto, Nariyoshi Kawabata, Masaaki Teramoto. Transport of phenol from aqueous solution to organic solvent through a microporous membrane made of crosslinked poly(4-vinylpyridine). Journal of Membrane Science 1991, 62 (2) , 219-232. https://doi.org/10.1016/0376-7388(91)80064-D
61. Kon‐Hung Lui, Michael P. Sammes. Synthesis and chemistry of azolenines. Part 19. Basicities of some 2 H ‐ and 3 H ‐pyrroles and the remarkably large p K a ′ of 2,2,3,5‐tetramethyl‐2 H ‐pyrrole. Journal of Physical Organic Chemistry 1990, 3 (8) , 555-557. https://doi.org/10.1002/poc.610030810
62. Martin Přádný, Stanislav Ševčík. Precursors of hydrophilic polymers, 7. Potentiometric properties and structure of copolymers of 2‐dimethylaminoethyl methacrylate. Die Makromolekulare Chemie 1987, 188 (2) , 227-238. https://doi.org/10.1002/macp.1987.021880201
63. Yoshihiro Kudo, Noboru Yoshida, Masatoshi Fujimoto, Katsumi Tanaka, Isamu Toyoshima. Acid-Dissociation Behavior of para -Hydroxyl Group in the N , N , O -Terdentate Ligand, 4-(4-Methyl-2-pyridylazo)resorcinol, Coordinated to a Transition Metal Ion. Bulletin of the Chemical Society of Japan 1986, 59 (5) , 1481-1486. https://doi.org/10.1246/bcsj.59.1481
64. A. D. Shestakov, Yu. L. Kaminskii, I. M. Nurova, V. N. Nikitina, V. I. Zaionts, O. V. Maksimova, G. A. Mikhailov. Synthesis and pharmacokinetics of thiacoccide labeled with tritium. Pharmaceutical Chemistry Journal 1985, 19 (4) , 232-237. https://doi.org/10.1007/BF00833348
65. Michael Hönel, Friedrich W. Vierhapper. Selectivity of hydrogenations. Part 4 6- and 8-substituted quinaldines yield of tetrahydroderivatives and basicities of quinolines. Monatshefte für Chemie - Chemical Monthly 1984, 115 (10) , 1219-1228. https://doi.org/10.1007/BF00809353
66. M. Jamnický, E. Jóna. Influence of ligand properties on stereochemistry of solid thiocyanate nickel(II) complexes with pyridine derivatives. Inorganica Chimica Acta 1984, 88 (1) , 1-6. https://doi.org/10.1016/S0020-1693(00)81862-9
67. Raymond E. Goldstein. Substituent effects on intermolecular hydrogen bonding from a lattice gas theory for lower critical solution points: Comparison with experiments on aqueous solutions of alkylpyridines. The Journal of Chemical Physics 1983, 79 (9) , 4439-4447. https://doi.org/10.1063/1.446329
68. A.L. Underwood. Dissociation of acids in aqueous micellar systems. Analytica Chimica Acta 1982, 140 (1) , 89-97. https://doi.org/10.1016/S0003-2670(01)95455-8
69. Karen Crouse, Lai-Yoong Goh. Preparation and isolation of amine(organo)chromium(III) complexes in alcoholic media. Inorganica Chimica Acta 1982, 60 , 205-212. https://doi.org/10.1016/S0020-1693(00)91175-7
70. L. N. Yakhontov, Ya. S. Karpman. Coal-tar-chemical ?-picoline fraction as the complex raw material in the manufacture of heterocyclic medicinal preparations (review). Chemistry of Heterocyclic Compounds 1981, 17 (4) , 303-314. https://doi.org/10.1007/BF00503322
71. Masami Sawada, Masaharu Ichihara, Yasuhide Yukawa, Takeshi Nakachi, Yuho Tsuno. The Substituent Effect. 15. The LSFE Treatment of Substituent Effects on Basicities of Pyridines. Bulletin of the Chemical Society of Japan 1980, 53 (7) , 2055-2060. https://doi.org/10.1246/bcsj.53.2055
72. R. L. Munier, S. Meunier. Two-dimensional separations and behaviour of alkaloids of various polarities on unmodified silica gel in polar and very polar neutral or acidic mobile phases. Chromatographia 1980, 13 (5) , 259-262. https://doi.org/10.1007/BF02265638
73. Akira Oku, Shingo Arita. Acyl Cyanide. VI. The Synthesis of 1-Cyano-1-alkenyl Esters by the Reaction of Acyl Cyanides with Acid Chlorides. Synthesis and Mechanism. Bulletin of the Chemical Society of Japan 1979, 52 (11) , 3337-3341. https://doi.org/10.1246/bcsj.52.3337
74. C. Hoes, P. Hoogerhout, W. Bloemhoff, K. E. T. Kerling. Studies on polypeptides XXX. Replacement of histidine‐ 12 by β‐(4‐pyridyl)‐L‐alanine in RNase S': (Preliminary communication). Recueil des Travaux Chimiques des Pays-Bas 1979, 98 (3) , 137-139. https://doi.org/10.1002/recl.19790980323
75. Elias T. Nasrallah. Protonation of poly(2-vinyl pyridine-1-oxide) and some analogues in relation to their conformation. Polymer 1978, 19 (12) , 1445-1448. https://doi.org/10.1016/0032-3861(78)90099-X
76. G.H.E. Nieuwdorp, C.L. de Ligny, N.G. van der Veen. Description of substituent effects in gas-liquid chromatography. Journal of Chromatography A 1978, 154 (2) , 133-159. https://doi.org/10.1016/S0021-9673(00)98455-3
77. Jun-Ichi Abe, Koichiro Nakanishi, Hidekazu Touhara. Thermodynamic properties of aqueous solutions of hydrophilic compounds 1. Pyridine and methylpyridines. The Journal of Chemical Thermodynamics 1978, 10 (5) , 483-494. https://doi.org/10.1016/0021-9614(78)90096-4
78. Shamim A. Chaudhri, R. Ahmed, M. Ejaz. Extraction of HCl, HBr, HNO3, HClO4, H2SO4 and CH3COOH by 4-(5-Nonyl)pyridine and 2-hexylpyridine in benzene and determination of their pKBH+ values. Journal of Radioanalytical Chemistry 1977, 35 (2) , 235-243. https://doi.org/10.1007/BF02518001
79. M. Genies. Étude par spectroélectrochimie de la cinétique de déprotonation d'un radical cation évaluation de son pKA. Journal of Electroanalytical Chemistry and Interfacial Electrochemistry 1977, 79 (2) , 351-358. https://doi.org/10.1016/S0022-0728(77)80456-7
80. Ann G. Motten, Alvin L. Kwiram. Triplet state properties of pyridinium. Chemical Physics Letters 1977, 45 (2) , 217-220. https://doi.org/10.1016/0009-2614(77)80256-X
81. Michel Arbelot, Roger Gallo, Michel Chanon, Jacques Metzger. QUANTITATIVE STUDY OF THE NUCLEOPHILICITY OF THE THIOCARBONYL GROUP IN HETEROCYCLIC COMPOUNDS. Phosphorous and Sulfur and the Related Elements 1976, 1 (2-3) , 271-279. https://doi.org/10.1080/03086647608073332
82. Yu. J. Chumakov, M. S. Alyabyeva, B. D. Kaboulov. Steric effects in liquid-solid chromatographic analysis of pyridine and its 2-alkylsubstituted derivatives. Chromatographia 1975, 8 (5) , 242-243. https://doi.org/10.1007/BF02313737
83. G. Cauquis, A. Deronzier, D. Serve, E. Vieil. Dismutation entre le radical cation et le radical neutre d'un composé comportant le groupe -NH-. Journal of Electroanalytical Chemistry and Interfacial Electrochemistry 1975, 60 (2) , 205-215. https://doi.org/10.1016/S0022-0728(75)80332-9
84. Robert M. Smith, Arthur E. Martell. Bibliography. 1975, 355-392. https://doi.org/10.1007/978-1-4613-4452-0_7
85. V. A. Il'yushonok, M. N. Usacheva, B. Ya. Dain. Action of pyridine and its methyl derivatives on the fluorescence of phenazine dyes. Theoretical and Experimental Chemistry 1975, 10 (2) , 208-211. https://doi.org/10.1007/BF00524477
86. N. S. Boodman, J. O. Hawthorne, P. X. Masciantonio, A. W. Simon. Synthetic and Natural Sources of the Pyridine Ring. 1974, 183-307. https://doi.org/10.1002/9780470186633.ch3
87. Howard Tieckelmann. Pyridinols and Pyridones. 1974, 597-1180. https://doi.org/10.1002/9780470186725.ch5
88. R. Clements, J.L. Wood, R.L Dean. Complex hydrogen bonded cations. Journal of Molecular Structure 1973, 17 (2) , 283-290. https://doi.org/10.1016/0022-2860(73)85171-3
89. Yukio Imanishi, Shoji Nagaoka, Toshinobu Higashimura. Polymerization of DL-Phenylalanine N-Carboxyanhydride by Multifunctional Pyridine Derivatives. Polymer Journal 1973, 4 (6) , 644-650. https://doi.org/10.1295/polymj.4.644
90. C. Klofutar, Š. Paljk, B. Barlič. Thermodynamics of protonation of 2-ethyl-, 3-ethyl-, 4-benzyl-, 3-ethyl-4-methyl- and 5-ethyl-2-methyl-substituted pyridine-N-oxides in aqueous media. Spectrochimica Acta Part A: Molecular Spectroscopy 1973, 29 (6) , 1069-1075. https://doi.org/10.1016/0584-8539(73)80145-X
91. Yukio Imanishi, Shoji Nagaoka, Kazuhiro Suzuoki, Toshinobu Higashimura. Effect of degree of polymerization and steric configuration of poly(2‐vinylpyridine) as catalyst in the polymerization of phenylalanine NCA. Biopolymers 1973, 12 (1) , 181-191. https://doi.org/10.1002/bip.1973.360120117
92. R. Gallo, M. Chanon, H. Lund, J. Metzger. Quaternisation of hindered amines : Correlation between geometry and steric parameters.. Tetrahedron Letters 1972, 13 (36) , 3857-3860. https://doi.org/10.1016/S0040-4039(01)94180-2
93. Guy Muller, Camille Ripoll, Eric Selegny. Polyélectrolytes basiques faibles—I. Détermination du degré de protonation de la poly(vinyl-2 pyridine) par spectrophotométrie dans l'u.v. et par conductimétrie. European Polymer Journal 1971, 7 (10) , 1373-1392. https://doi.org/10.1016/0014-3057(71)90033-4
94. Camille Ripoll, Guy Muller, Eric Selegny. Polyelectrolytes basiques faibles—II. Determination du pKa de la poly(vinyl-2 pyridine) et des coefficients d'activite des petits ions de la solution. Discussion et conclusion. European Polymer Journal 1971, 7 (10) , 1393-1409. https://doi.org/10.1016/0014-3057(71)90034-6
95. I. Ya. Lazdin'sh, A. A. Avot-s. Separation of pyridine compounds on ion-exchange resins. Chemistry of Heterocyclic Compounds 1971, 7 (2) , 202-206. https://doi.org/10.1007/BF00473088
96. W.L.F. ARMAREGO. Ultraviolet Spectra of Heterocycles. 1971, 67-222. https://doi.org/10.1016/B978-0-12-401103-8.50011-X
97. Michio Nanjo, Taro Yamasaki. Stability of the adducts of NiS4 type chelates with N-bases. Journal of Inorganic and Nuclear Chemistry 1970, 32 (7) , 2411-2422. https://doi.org/10.1016/0022-1902(70)80524-3
98. MARION MACLEAN DAVIS. Brønsted Acid—Base Behavior in “Inert” Organic Solvents. 1970, 1-135. https://doi.org/10.1016/B978-0-12-433803-6.50007-9
99. P.J. Chivers, T.A. Crabb. Proton magnetic resonance studies of compounds with bridgehead nitrogen atoms—XIII. Tetrahedron 1970, 26 (13) , 3369-3387. https://doi.org/10.1016/S0040-4020(01)92915-1
100. Ya.I. Tur'yan, O.N. Malyavinskaya. Effect of the electrical double layer and pyridine adsorption on the catalytic polarographic current of nickel(II)-pyridine complexes. Journal of Electroanalytical Chemistry and Interfacial Electrochemistry 1969, 23 (1) , 69-80. https://doi.org/10.1016/S0022-0728(69)80192-0