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Issue 59, 2018
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Transforming benzylideneamine N,C-chelate boron compounds to BN-cycloocta-/cyclohepta-trienes bearing a tetrasubstituted B[double bond, length as m-dash]N unit via photoisomerization

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Abstract

A series of benzylideneamine N,C-chelate boron compounds have been found to undergo rapid multistructural transformations with UV irradiation, yielding new BN-cycloocta-1,3,6-triene ((4Z,6Z)-1,2,3,8-tetrahydro-1,2-azaborocine) and BN-cyclohepta-1,3,5-triene (2,7-dihydro-1H-1,2-azaborepine) derivatives with a tetrasubstituted B[double bond, length as m-dash]N unit quantitatively. The simple imine donor also lends itself to achieving photoreactivity in compounds with two phenyl substituents on boron, which is the first example for this type of organoboron photochemistry.

Graphical abstract: Transforming benzylideneamine N,C-chelate boron compounds to BN-cycloocta-/cyclohepta-trienes bearing a tetrasubstituted B [[double bond, length as m-dash]] N unit via photoisomerization

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Publication details

The article was received on 07 Jun 2018, accepted on 03 Jul 2018 and first published on 03 Jul 2018


Article type: Communication
DOI: 10.1039/C8CC04535F
Chem. Commun., 2018,54, 8245-8248

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    Transforming benzylideneamine N,C-chelate boron compounds to BN-cycloocta-/cyclohepta-trienes bearing a tetrasubstituted B[double bond, length as m-dash]N unit via photoisomerization

    H. Li, S. K. Mellerup, X. Wang and S. Wang, Chem. Commun., 2018, 54, 8245
    DOI: 10.1039/C8CC04535F

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