Issue 45, 2012
From the journal:

Chemical Communications

Formation of CC-type palladacycles with assistance from an apparently innocent NH(CO) functional group†

Jhen-Yi Lee,a   Yao-Huei Huang,a   Shu-Ya Liu,a   Shun-Chu Cheng,a   Yang-Ming Jhou,a   Jenn-Huei Liia  and  Hon Man Lee*a  

* Corresponding authors

a Department of Chemistry, National Changhua University of Education, Changhua 50058, Taiwan, R.O.C
E-mail: leehm@cc.ncue.edu.tw
Fax: +886-4-7232105ext.3523
Tel: +886-4-7211190

Abstract

A novel cyclometalation pathway to form CC-type palladacycles is reported. Unlike common donor-assisted cyclometalation, the NH(CO) auxiliary group undergoes a deprotonation step to form a palladalactam intermediate. The coordinating nitrogen atom functions as an intramolecular base promoting selective C–H bond cleavage. Without the NH proton, the ortho-N-phenyl C–H is activated instead.

Graphical abstract: Formation of CC-type palladacycles with assistance from an apparently innocent NH(CO) functional group

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Article information

DOI
https://doi.org/10.1039/C2CC31299A
Article type
Communication
Submitted
21 Feb 2012
Accepted
05 Apr 2012
First published
10 Apr 2012

Chem. Commun., 2012,48, 5632-5634

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Formation of CC-type palladacycles with assistance from an apparently innocent NH(CO) functional group

J. Lee, Y. Huang, S. Liu, S. Cheng, Y. Jhou, J. Lii and H. M. Lee, Chem. Commun., 2012, 48, 5632 DOI: 10.1039/C2CC31299A

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