Electrostatic Catalyst Generated from Diazadiborinine for Carbonyl Reduction

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

27 Scopus Citations
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Author(s)

  • Di Wu
  • Ruixing Wang
  • Yongxin Li
  • Rakesh Ganguly
  • Rei Kinjo

Detail(s)

Original languageEnglish
Pages (from-to)134-151
Journal / PublicationChem
Volume3
Issue number1
Publication statusPublished - 13 Jul 2017

Abstract

Since the seminal discovery by van der Waals in the late 19th century that weak attractive forces exist between even electrically neutral atoms or molecules, a number of noncovalent interactions have been recognized. Among them, electrostatic interactions such as hydrogen bonds play pivotal roles in countless chemical processes and biochemical living systems. By mimicking biocatalysis, various organocatalysts equipped with hydrogen-bond functionality have been developed; however, a challenge has persisted in designing catalysts exploiting other types of noncovalent interactions. Here, we report metal-free hydroboration reactions of carbonyl compounds and CO2 catalyzed by aromatic diazadiborinine. A joint experimental and computational study on the reaction mechanism suggests that adducts of diazadiborinine with carbonyl and CO2 formed at the initial stage of the reactions serve as actual catalysts. The former stabilizes the transition state by using the electrostatic interaction between the hydride of borane and the polar, hole-shaped structure of the adduct.

Research Area(s)

  • boron, catalysis, CO2 reduction, electrostatic effect, hydroboration, noncovalent interaction

Citation Format(s)

Electrostatic Catalyst Generated from Diazadiborinine for Carbonyl Reduction. / Wu, Di; Wang, Ruixing; Li, Yongxin; Ganguly, Rakesh; Hirao, Hajime; Kinjo, Rei.

In: Chem, Vol. 3, No. 1, 13.07.2017, p. 134-151.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review