Highly Colored Boron‐Doped Thiazolothiazoles from the Reductive Dimerization of Boron Isothiocyanates
Stephan Hagspiel, Merle Arrowsmith, Felipe Fantuzzi, Alfredo Vargas, Anna Rempel, Alexander Hermann, Tobias Brückner, Holger Braunschweig
Abstract
(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.
Topics & Concepts
ChemistryBoronIsomerizationCarbeneAlkylLewis acids and basesBoranesPhotochemistryMedicinal chemistryOrganic chemistryCatalysisOrganoboron and organosilicon chemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling Reactions