Unravelling the underlying mechanism of the reduction of aldehydes/ketones with metal borohydride in an aprotic solvent.

Autor: Li, Xinying, Kang, Jia-Xin, Liang, Shasha, Long, Xi-Hong, Ma, Yan-Na, Chen, Xuenian
Předmět:
Zdroj: Chemical Communications; 5/25/2024, Vol. 60 Issue 42, p5486-5489, 4p
Abstrakt: The reduction mechanism of aldehyde/ketones with M(BH4)n is not fully understood, even though the hydroboration mechanism of weak Lewis base borane complexes is known to involve a four-membered ring transition state. Herein, the reduction mechanism of M(BH4)n in aprotic solvents has been elucidated for a six-membered ring, in which hydride transfer to the C atom from the B atom, formation of an L·BH3 adduct, and disproportionation of (BH3(OR)) borane are involved. The metal cations and solvents participate in and significantly influence the reaction procedure. We believe that this mechanistic study would provide a further reference for the application of M(BH4)n in organic reactions. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index