jo9b00517_si_003.cif (2.26 MB)
Download fileGame of Isomers: Bifurcation in the Catalytic Formation of Bis[1]benzothieno[1,4]thiazines with Conformation-Dependent Electronic Properties
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posted on 2019-04-09, 00:00 authored by Arno P.
W. Schneeweis, Simone T. Hauer, Daniel A. Lopez, Björn von Dressler, Guido J. Reiss, Thomas J. J. MüllerTwo
regioisomers of bis[1]benzothieno[1,4]thiazine are unexpectedly
obtained by tuning the catalytic conditions of the intermolecular–intramolecular
Buchwald–Hartwig amination. Mechanistic insights and evidence
of intermediates support a conclusive mechanistic rationale. Furthermore,
a computationally based study on the influence of conformational aspects
on the HOMO energy level of anellated 1,4-thiazine paves the way to
enhance the electronic properties, thus successfully achieving higher
luminescent and easier oxidizable syn–syn bis[1]benzothieno[1,4]thiazines.