Palladacycle-Catalyzed Carbonylative Suzuki-Miyaura Coupling with High Turnover Number and Turnover Frequency

Prashant Gautam; Bhalchandra M Bhanage

doi:10.1021/acs.joc.5b01160

Palladacycle-Catalyzed Carbonylative Suzuki-Miyaura Coupling with High Turnover Number and Turnover Frequency

J Org Chem. 2015 Aug 7;80(15):7810-5. doi: 10.1021/acs.joc.5b01160. Epub 2015 Jul 22.

Authors

Prashant Gautam¹, Bhalchandra M Bhanage¹

Affiliation

¹ Department of Chemistry, Institute of Chemical Technology, N.P. Marg, Matunga-400019, Mumbai, India.

PMID: 26166246
DOI: 10.1021/acs.joc.5b01160

Abstract

This work reports the carbonylative Suzuki-Miyaura coupling of aryl iodides catalyzed by palladacycles. More importantly, the palladacycles have been used to generate high turnover numbers (TON's) and turnover frequencies (TOF's). A range of aryl iodides can be coupled with arylboronic acids, generating TON's in the range of 10(6) to 10(7) and TOF's in the range of 10(5) to 10(6) h(-1). Comparison of the palladacycles with a conventional palladium source shows their superiority in generating high TON's and TOF's.