Experimental and Computational Development of a Conformationally Flexible Template for the meta-C–H Functionalization of Benzoic Acids
作者： Lizhen Fang , Tyler G. Saint-Denis , Buck L. H. Taylor , Seth Ahlquist , Kai Hong
DOI: 10.1021/JACS.7B03296
关键词: Chemistry 、 Cleave 、 Template 、 Palladium 、 Transition state 、 Stereochemistry 、 Dimer 、 Nitrile 、 Cleavage (embryo) 、 Regioselectivity
摘要: … ; this motif appears in several compounds of pharmacological interest such as carboline … by ortho-substitution clashes with the requisite amide bond of our benzoic acid substrates, …
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sci-hub.se 参考文章(46)
A.W. Ehlers, M. Böhme, S. Dapprich, A. Gobbi, A. Höllwarth, V. Jonas, K.F. Köhler, R. Stegmann, A. Veldkamp, G. Frenking, A set of f-polarization functions for pseudo-potential basis sets of the transition metals ScCu, YAg and LaAu Chemical Physics Letters. ,vol. 208, pp. 111- 114 ,(1993) , 10.1016/0009-2614(93)80086-5
Dasheng Leow, Gang Li, Tian-Sheng Mei, Jin-Quan Yu, Activation of remote meta -C–H bonds assisted by an end-on template Nature. ,vol. 486, pp. 518- 522 ,(2012) , 10.1038/NATURE11158
Eric M. Simmons, John F. Hartwig, On the Interpretation of Deuterium Kinetic Isotope Effects in CH Bond Functionalizations by Transition‐Metal Complexes Angewandte Chemie. ,vol. 51, pp. 3066- 3072 ,(2012) , 10.1002/ANIE.201107334
Ramesh Giri, Bing-Feng Shi, Keary M. Engle, Nathan Maugel, Jin-Quan Yu, Transition metal-catalyzed C–H activation reactions: diastereoselectivity and enantioselectivity Chemical Society Reviews. ,vol. 38, pp. 3242- 3272 ,(2009) , 10.1039/B816707A
Dong-Hui Wang, Tian-Sheng Mei, Jin-Quan Yu, Versatile Pd(II)-catalyzed C-H activation/aryl-aryl coupling of benzoic and phenyl acetic acids. Journal of the American Chemical Society. ,vol. 130, pp. 17676- 17677 ,(2008) , 10.1021/JA806681Z
Fumitoshi Kakiuchi, Shinya Sekine, Yasuo Tanaka, Asayuki Kamatani, Motohiro Sonoda, Naoto Chatani, Shinji Murai, Catalytic Addition of Aromatic Carbon–Hydrogen Bonds to Olefins with the Aid of Ruthenium Complexes Bulletin of the Chemical Society of Japan. ,vol. 68, pp. 62- 83 ,(1995) , 10.1246/BCSJ.68.62
Asako Kubota, Marion H. Emmert, Melanie S. Sanford, Pyridine ligands as promoters in Pd(II/0)-catalyzed C-H olefination reactions. Organic Letters. ,vol. 14, pp. 1760- 1763 ,(2012) , 10.1021/OL300281P
Olafs Daugulis, Hien-Quang Do, Dmitry Shabashov, Palladium- and Copper-Catalyzed Arylation of Carbon-Hydrogen Bonds Accounts of Chemical Research. ,vol. 42, pp. 1074- 1086 ,(2009) , 10.1021/AR9000058
Aleksandr V. Marenich, Christopher J. Cramer, Donald G. Truhlar, Universal solvation model based on solute electron density and on a continuum model of the solvent defined by the bulk dielectric constant and atomic surface tensions. Journal of Physical Chemistry B. ,vol. 113, pp. 6378- 6396 ,(2009) , 10.1021/JP810292N
Keary M. Engle, Dong-Hui Wang, Jin-Quan Yu, Ligand-Accelerated C–H Activation Reactions: Evidence for a Switch of Mechanism Journal of the American Chemical Society. ,vol. 132, pp. 14137- 14151 ,(2010) , 10.1021/JA105044S