Hydrogen-bond-acceptor ligands enable distal C(sp³)-H arylation of free alcohols.

ABSTRACT: The functionalization of C-H bonds in organic molecules is one of the most direct approaches for chemical synthesis. Recent advances in catalysis have allowed native chemical groups such as carboxylic acids, ketones and amines to control and direct C(sp³)-H activation^1-4. However, alcohols, among the most common functionalities in organic chemistry⁵, have remained intractable because of their low affinity for late transition-metal catalysts^6,7. Here we describe ligands that enable alcohol-directed arylation of δ-C(sp³)-H bonds. We use charge balance and a secondary-coordination-sphere hydrogen-bonding interaction-evidenced by structure-activity relationship studies, computational modelling and crystallographic data-to stabilize L-type

SUBMITTER: Strassfeld DA 

PROVIDER: S-EPMC11139439 | biostudies-literature | 2023 Oct

REPOSITORIES: biostudies-literature