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Catalyst-controlled positional-selectivity in C–H functionalizations

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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

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Publication details

The article was received on 13 Sep 2018, accepted on 17 Dec 2018 and first published on 17 Dec 2018


Article type: Review Article
DOI: 10.1039/C8OB02272K
Citation: Org. Biomol. Chem., 2019, Advance Article
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    Catalyst-controlled positional-selectivity in C–H functionalizations

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

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