Palladium-Catalyzed Asymmetric B–H Arylation of o -Carboranes Assisted by a Chiral Transient Directing Group

ACS Catalysis 2026

View at publisher
Authors: Yanglong Zou, Jie Zhang, Wei Hong, Dengsong Zhang, Zaozao Qiu, Zuowei Xie
DOI: 10.1021/acscatal.5c08932
Cited by: 2
References: 72

Abstract

Chiral-at-cage o -carboranes represent a class of three-dimensional boron-cluster-based chiral molecules. Herein, we report a Pd-catalyzed regio- and enantioselective B(4)–H arylation of o -carboranyl benzaldehydes enabled by a chiral transient directing group ( c TDG) strategy using l -threonine. The reaction proceeds via reversible imine formation and enantioselective B–H arylation, affording chiral-at-cage products in up to 87% yield and 98% ee. Chiroptical characterizations confirm the potential of the products in optoelectronic materials. This work provides a practical approach to asymmetric B–H functionalization using in-situ-formed c TDGs.

Fields of Study & Subjects

Boron Compounds in Chemistry Organoboron and organosilicon chemistry Catalytic C–H Functionalization Methods

Publication details

Journal / source
ACS Catalysis
Publisher
American Chemical Society (ACS)
Volume
16
Issue
5
Pages
4951–4960
Publication date
24 February 2026
Language
EN