Bicyclic (amino)(borata)carbene derived from diazadiborinine and isonitrile.

Chem Commun (Camb)

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Nanyang Link 21, Singapore 637371, Singapore.

Published: October 2019

The reaction of 1,4,2,5-diazadiborinine (1) with two equivalents of an aryl isonitrile afforded a bicyclic product containing an indole unit (2) or ketenimine moiety (3), suggesting the generation of a B,N-carbene intermediate formed via a [4+2] cycloaddition reaction in the initial step. The employment of the tolyl(phenyl isonitrile)gold complex (PhNCAuTol) as the substrate allowed the bicyclic (amino)(borata)carbene gold complexes (4, 5) to be accessed.

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http://dx.doi.org/10.1039/c9cc06453bDOI Listing

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Bicyclic (amino)(borata)carbene derived from diazadiborinine and isonitrile.

Chem Commun (Camb)

October 2019

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Nanyang Link 21, Singapore 637371, Singapore.

The reaction of 1,4,2,5-diazadiborinine (1) with two equivalents of an aryl isonitrile afforded a bicyclic product containing an indole unit (2) or ketenimine moiety (3), suggesting the generation of a B,N-carbene intermediate formed via a [4+2] cycloaddition reaction in the initial step. The employment of the tolyl(phenyl isonitrile)gold complex (PhNCAuTol) as the substrate allowed the bicyclic (amino)(borata)carbene gold complexes (4, 5) to be accessed.

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