Helicity-modulated remote C-H functionalization.

ABSTRACT: Remote C-H functionalization is highly important for the conversion and utilization of arenes, but the conventional routes are comprehensively developed with the assistance of transition metal catalysts or templates. We report a facile metal/template-free electrochemical strategy for remote C-H functionalization in a helical system, where aromatic or aliphatic hydrogen act as a directing group to promote the alkoxylation at the opposite site of the helical skeleton by generating a unique helical "back-biting" environment. Such helicity-modulated C-H functionalization is prevalent for carbo[n]helicenes (n = 6 to 9, primitive or substituted) and hetero[6]helicenes and also occurs when the aryl hydrogen on the first position is replaced by a methyl group or a phenyl group. Thus,

SUBMITTER: Yang N 

PROVIDER: S-EPMC10146887 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature