Reversible Photothermal Isomerization of Carborane‐Fused Azaborole to Borirane: Synthesis and Reactivity of Carbene‐Stabilized Carborane‐Fused Borirane

A fully reversible photothermal isomerization between carborane‐fused trigonal‐planar azaborole (dark‐purple) and tetrahedral borirane (pale‐yellow) has been observed, leading to the isolation and structural characterization of the first example of carborane‐fused borirane. DFT calculations indicate...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2017-07, Vol.56 (31), p.9198-9201
Main Authors: Wang, Hao, Zhang, Jiji, Xie, Zuowei
Format: Article
Language:English
Subjects:
azaborole
borirane
boron
Carborane
Isomerization
photochromism
Photothermal conversion
Structural analysis
Sulfur
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Summary:A fully reversible photothermal isomerization between carborane‐fused trigonal‐planar azaborole (dark‐purple) and tetrahedral borirane (pale‐yellow) has been observed, leading to the isolation and structural characterization of the first example of carborane‐fused borirane. DFT calculations indicate that the azaborole is thermodynamically more stable than the borirane by 11.2 kcal mol−1, and the energy barrier for the thermal conversion from azaborole to borirane is 35.5 kcal mol−1. The reactivity studies show that the B−C(cage) bond in borirane can be broken in the reaction with CuCl, HCl, or elemental sulfur. Boriranes in the spotlight: A completely reversible photothermal isomerization between carborane‐fused trigonal‐planar azaborole (dark‐purple) and borirane (pale‐yellow) has been observed, leading to the isolation and structural characterization of the first example of carborane‐fused borirane. It can react with CuCl, HCl, and elemental sulfur to give the C(cage)−B bond cleavage products.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201704642