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An Efficient and General Method for Formylation of Aryl Bromides with CO 2 and Poly(methylhydrosiloxane)
Author(s) -
Yu Bo,
Yang Zhenzhen,
Zhao Yanfei,
Hao Leiduan,
Zhang Hongye,
Gao Xiang,
Han Buxing,
Liu Zhimin
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504320
Subject(s) - formylation , aryl , chemistry , halide , catalysis , silane , organic chemistry , combinatorial chemistry , propane , environmentally friendly , alkyl , ecology , biology
The formylation of aryl halides with CO 2 to generate aryl aldehydes is challenging. Herein, we report a novel synthesis of aryl aldehydes by formylation of aryl bromides with CO 2 and a waste silane, poly(methylhydrosiloxane) (PMHS). It has been discovered that a simple combination of 1,3‐bis(diphenyphosphino)propane (DPPP)‐chelated Pd catalyst, Pd(DPPP)Cl 2 , with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) is able to effectively catalyze the reaction, leading to aryl aldehydes in moderate to excellent yields, and without any by‐products in most cases. Moreover, this route could be extended to the formylation of aryl iodides with high efficiency. This approach is simple, less costly, and environmentally friendly, and also widens the applications of CO 2 to form value‐added chemicals by the construction of new C−C bonds.