Pd(ii)-catalyzed synthesis of bifunctionalized carboranes via cage B-H activation of 1-CH₂NH₂-o-carboranes.

ABSTRACT: Aminoalkyl carboranes are anticipated to be valuable synthons toward the synthesis of bifunctionalized carboranes. However, direct cage boron derivation of these carborane derivatives has not been solved. Herein, the reversible conversion of catalytically infeasible o-carboranyl methylamines (1-CH₂NH₂-o-carboranes) into bidentate imines initiates Pd-mediated cage B-H activation. As a result, an amine coordinated bicyclic Pd(ii) complex (3) has been isolated and proven to be the catalytically active intermediate for highly site-selective B-H diarylation of o-carboranyl methylamines. Using glyoxylic acid as an inexpensive and commercially available transient directing reagent, a wide range of cage B(4,5)-diarylated free primary o-carbo

SUBMITTER: Zhang X 

PROVIDER: S-EPMC5941203 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature