Structure–function relationships in aryl diazirines reveal optimal design features to maximize C

Structure–function relationships in aryl diazirines reveal optimal design features to maximize C–H insertion

Published:2021 Issue:36 Volume:12 Page:12138-12148
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Musolino Stefania F.¹^ORCID,Pei Zhipeng²,Bi Liting¹^ORCID,DiLabio Gino A.²^ORCID,Wulff Jeremy E.¹^ORCID

Affiliation:

1. Department of Chemistry, University of Victoria, Victoria, BC, V8W-3V6, Canada

2. Department of Chemistry, University of British Columbia, Kelowna, BC, V1V-1V7, Canada

Abstract

Electron-rich aryl diazirines have lower activation temperatures and a longer λmax than electron-poor analogues, and undergo C–H insertion up to ten-fold more efficiently—suggesting improved performance for biological probes and polymer crosslinkers.

Funder

Mitacs

Defence Research and Development Canada

Canada Research Chairs

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/SC/D1SC03631A

Reference74 articles.

1. Catalytic Carbene Insertion into C−H Bonds