Modulation of the Naked-Eye and Fluorescence Color of a Protonated Boron-Doped Thiazolothiazole by Anion-Dependent Hydrogen Bonding.

ABSTRACT: The reaction of a cyclic alkyl(amino)carbene (CAAC)-stabilized thiazaborolo[5,4-d]thiazaborole (TzbTzb) with strong Brønsted acids, such as HCl, HOTf (Tf=O₂ SCF₃ ) and [H(OEt₂ )₂ ][BAr^F ₄ ] (Ar^F =3,5-(CF₃ )₂ C₆ H₃ ), results in the protonation of both TzbTzb nitrogen atoms. In each case X-ray crystallographic data show coordination of the counteranions (Cl^- , OTf^- , BAr^F ₄ ^- ) or solvent molecules (OEt₂ ) to the doubly protonated fused heterocycle via hydrogen-bonding interactions, the strength of which strongly influences the ¹ H NMR shift of the NH protons, enabling tuning of both the visible

SUBMITTER: Hagspiel S 

PROVIDER: S-EPMC9541717 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature