Engineering the Frontier Orbitals of a Diazadiborinine for Facile Activation of H2, NH3, and an Isonitrile

Yuanting Su; Yongxin Li; Rakesh Ganguly; Rei Kinjo

doi:10.1002/anie.201803938

Engineering the Frontier Orbitals of a Diazadiborinine for Facile Activation of H₂, NH₃, and an Isonitrile

Yuanting Su, Yongxin Li, Rakesh Ganguly, Rei Kinjo^*

^*Corresponding author for this work

Nanyang Technological University

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

Abstract

An annulated 1,3,2,5-diazadiborinine with 14 π electrons has been synthesized and fully characterized. Experimental and computational studies revealed that this compound features a rather small HOMO–LUMO gap, which leads to enhanced reactivity towards small molecules. Thus, the 1,3,2,5-diazadiborinine readily cleaves the H−H bond of dihydrogen and an N−H bond of ammonia under mild conditions. Moreover, it reacts with 2,6-dimethylphenylisonitrile in a [4+1] cycloaddition at room temperature.

Original language	English
Pages (from-to)	7846-7849
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	26
DOIs	https://doi.org/10.1002/anie.201803938
Publication status	Published - Jun 25 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

boron
electronic structure
isocyanides
main group chemistry
small-molecule activation

Access to Document

10.1002/anie.201803938

Cite this

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abstract = "An annulated 1,3,2,5-diazadiborinine with 14 π electrons has been synthesized and fully characterized. Experimental and computational studies revealed that this compound features a rather small HOMO–LUMO gap, which leads to enhanced reactivity towards small molecules. Thus, the 1,3,2,5-diazadiborinine readily cleaves the H−H bond of dihydrogen and an N−H bond of ammonia under mild conditions. Moreover, it reacts with 2,6-dimethylphenylisonitrile in a [4+1] cycloaddition at room temperature.",

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AU - Kinjo, Rei

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KW - electronic structure

KW - isocyanides

KW - main group chemistry

KW - small-molecule activation

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