Premium
Transfer of Aryl Halide to Alkyl Halide: Reductive Elimination of Alkylhalide from Alkylpalladium Halides Containing syn ‐β‐Hydrogen Atoms
Author(s) -
Hao Wei,
Wei Junnian,
Geng Weizhi,
Zhang WenXiong,
Xi Zhenfeng
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201408341
Subject(s) - halide , chemistry , hydride , aryl , alkyl , reductive elimination , hydrogen atom abstraction , aryl halide , hydrogen , catalysis , medicinal chemistry , abstraction , photochemistry , organic chemistry , philosophy , epistemology
β‐Hydride abstraction is a well‐accepted elementary step for catalytic cycles in organometallic chemistry. It is usually anticipated that alkylpalladium halides containing syn‐β‐hydrogen atoms will undergo β‐hydride abstraction to afford the Heck‐type products. However, this study discloses that the above general knowledge is only conditionally correct. Our experimental results demonstrate that the reductive elimination of alkylhalides from alkylpalladium halides containing syn‐β‐hydrogen atoms may surpass the β‐hydride abstraction or even become exclusive in certain cases.