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Regioselective C(sp<sup>3</sup>)-H borylation <i>via</i> a diarylboryl anion surrogate in sp<sup>2</sup>-sp<sup>3</sup> diboranes(5).


ABSTRACT: Transition-metal-free C-H functionalization is a long-standing goal in synthetic chemistry. While a few main-group species have shown promise in C(sp2)-H activation through insertion or nucleophilic aromatic substitution (SNAr) pathways, C(sp3)-H functionalization remains underdeveloped due to the intrinsic inertness of saturated carbon centers and the insufficient reactivity of reported main-group species. Herein, we report regioselective C(sp3)-H borylation in sp2-sp3 diboranes(5), mediated by a highly reactive B(o-tolyl)2 - surrogate. It selectively inserts into α-C(sp3)-H bonds of alkyl groups to generate a family of anionic 1,1-diborylalkyl species. The resulting anions are readil

SUBMITTER: Mao X 

PROVIDER: S-EPMC12606078 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature