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Superelectrophilicity of 1,2-Azaborine: Formation of Xenon and Carbon Monoxide Adducts.


ABSTRACT: The BN analogue of ortho-benzyne, 1,2-azaborine, is shown to bind carbon monoxide and a xenon atom under matrix isolation conditions, demonstrating its strongly Lewis acidic superelectrophilic nature. The Lewis acid-base complexes involving CO and Xe can be cleaved photochemically and reformed by mildly annealing the matrices. The interaction energy of 1,2-azaborine with Xe is 3?kcal?mol-1 according to quantum chemical computations, and is similar to that of the superelectrophilic carbene difluorovinylidene.

SUBMITTER: Edel K 

PROVIDER: S-EPMC6609157 | biostudies-literature | 2019 Mar

REPOSITORIES: biostudies-literature

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Superelectrophilicity of 1,2-Azaborine: Formation of Xenon and Carbon Monoxide Adducts.

Edel Klara K   Ishibashi Jacob S A JSA   Liu Shih-Yuan SY   Bettinger Holger F HF  

Angewandte Chemie (International ed. in English) 20190220 12


The BN analogue of ortho-benzyne, 1,2-azaborine, is shown to bind carbon monoxide and a xenon atom under matrix isolation conditions, demonstrating its strongly Lewis acidic superelectrophilic nature. The Lewis acid-base complexes involving CO and Xe can be cleaved photochemically and reformed by mildly annealing the matrices. The interaction energy of 1,2-azaborine with Xe is 3 kcal mol<sup>-1</sup> according to quantum chemical computations, and is similar to that of the superelectrophilic car  ...[more]

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