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Issue 83, 2015
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Boron–nitrogen doped carbon scaffolding: organic chemistry, self-assembly and materials applications of borazine and its derivatives

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Abstract

Discovered by Stock and Pohland in 1926, borazine is the isoelectronic and isostructural inorganic analogue of benzene, where the C[double bond, length as m-dash]C bonds are substituted by B–N bonds. The strong polarity of such heteroatomic bonds widens the HOMO–LUMO gap of the molecule, imparting strong UV-emitting/absorption and electrical insulating properties. These properties make borazine and its derivatives valuable molecular scaffolds to be inserted as doping units in graphitic-based carbon materials to tailor their optoelectronic characteristics, and specifically their semiconducting properties. By guiding the reader through the most significant examples in the field, in this feature paper we describe the past and recent developments in the organic synthesis and functionalisation of borazine and its derivatives. These boosted the production of a large variety of tailored derivatives, broadening their use in optoelectronics, H2 storage and supramolecular functional architectures, to name a few.

Graphical abstract: Boron–nitrogen doped carbon scaffolding: organic chemistry, self-assembly and materials applications of borazine and its derivatives

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Article information


Submitted
06 Aug 2015
Accepted
18 Sep 2015
First published
18 Sep 2015

Chem. Commun., 2015,51, 15222-15236
Article type
Feature Article

Boron–nitrogen doped carbon scaffolding: organic chemistry, self-assembly and materials applications of borazine and its derivatives

D. Bonifazi, F. Fasano, M. M. Lorenzo-Garcia, D. Marinelli, H. Oubaha and J. Tasseroul, Chem. Commun., 2015, 51, 15222
DOI: 10.1039/C5CC06611E

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