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β-Boration of α,β-unsaturated carbonyl compounds in ethanol and methanol catalyzed by CCC-NHC pincer Rh complexes

Authors :
Charles Edwin Webster
Hannah K. Box
Henry U. Valle
Gopalakrishna Akurathi
T. Keith Hollis
Sean W. Reilly
Source :
Journal of Organometallic Chemistry. 802:32-38
Publication Year :
2016
Publisher :
Elsevier BV, 2016.

Abstract

Quantitative β-boration of α,β-unsaturated carbonyl compounds was achieved utilizing the eco-friendly solvent EtOH along with MeOH at room temperature in 1 h, by a CCC-NHC pincer Rh complex mixture. Substrates with β-substituents were successfully converted yielding challenging, quaternary C–B bonds. The air- and water-stable pre-catalyst A , identified as a mixture of iodo and chloro CCC-NHC pincer Rh amine complexes, was evaluated for catalytic activity. This report is the first example of a pincer Rh complex demonstrating catalytic activity in a 1,4-addition at room temperature.

Details

ISSN :
0022328X
Volume :
802
Database :
OpenAIRE
Journal :
Journal of Organometallic Chemistry
Accession number :
edsair.doi...........5bbb5a3a2e6150d474d96aafb1793afc
Full Text :
https://doi.org/10.1016/j.jorganchem.2015.11.010