Issue 5, 2019

Catalyst-controlled positional-selectivity in C–H functionalizations

Abstract

C–H bonds are ubiquitous in organic molecules and typically these bonds are chemically indistinct from each other and it would be highly advantageous for a synthetic chemist to have the ability to choose which C–H bond is functionalized in a given molecule. A controlled and positional-selective C–H bond functionalization is still a prominent goal in this area. With recent developments in transition metal-catalyzed regiodivergent C–H functionalizations, a switch in regioselectivity between two reactive sites within a given substrate is possible under catalytic control, and has profoundly impacted synthetic strategies. Switching site-selectivity within the same or similar precursors represents a great opportunity and challenge in altering the C–H functionalization from one reactive site to other by changing the choice of the catalytic system having a different mechanistic approach. This review discusses the potential and most common approaches employed in tweaking the catalytic systems to alter the positional-selectivity of C–H bond activation.

Graphical abstract: Catalyst-controlled positional-selectivity in C–H functionalizations

Article information

Article type
Review Article
Submitted
13 Sep 2018
Accepted
17 Dec 2018
First published
17 Dec 2018

Org. Biomol. Chem., 2019,17, 1007-1026

Catalyst-controlled positional-selectivity in C–H functionalizations

V. K. Tiwari and M. Kapur, Org. Biomol. Chem., 2019, 17, 1007 DOI: 10.1039/C8OB02272K

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