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Highly Colored Boron-Doped Thiazolothiazoles from the Reductive Dimerization of Boron Isothiocyanates.


ABSTRACT: Reduction of (CAAC)BBr2 (NCS) (CAAC=cyclic alkyl(amino)carbene) in the presence of a Lewis base L yields tricoordinate (CAAC)LB(NCS) borylenes which undergo reversible E/Z-isomerization. The same reduction in the absence of L yields deep blue, bis(CAAC)-stabilized, boron-doped, aromatic thiazolothiazoles resulting from the dimerization of dicoordinate (CAAC)B(NCS) borylene intermediates.

SUBMITTER: Hagspiel S 

PROVIDER: S-EPMC7986239 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Highly Colored Boron-Doped Thiazolothiazoles from the Reductive Dimerization of Boron Isothiocyanates.

Hagspiel Stephan S   Arrowsmith Merle M   Fantuzzi Felipe F   Vargas Alfredo A   Rempel Anna A   Hermann Alexander A   Brückner Tobias T   Braunschweig Holger H  

Angewandte Chemie (International ed. in English) 20210203 12


Reduction of (CAAC)BBr<sub>2</sub> (NCS) (CAAC=cyclic alkyl(amino)carbene) in the presence of a Lewis base L yields tricoordinate (CAAC)LB(NCS) borylenes which undergo reversible E/Z-isomerization. The same reduction in the absence of L yields deep blue, bis(CAAC)-stabilized, boron-doped, aromatic thiazolothiazoles resulting from the dimerization of dicoordinate (CAAC)B(NCS) borylene intermediates. ...[more]

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