8-AminoBODIPYs: Cyanines
or Hemicyanines? The Effect
of the Coplanarity of the Amino Group on Their Optical Properties
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Abstract
The role of the amino group twisting ability in the BODIPY
photophysics
for nonsterically hindered and constrained molecular structures was
studied. When a coplanar disposition of the amino and the BODIPY core
is feasible, a hemicyanine-like delocalized π-system gives rise
to novel blue and efficient BODIPY laser dyes. The key role of such
rotamer is confirmed by newly synthesized derivatives where the amino
and the BODIPY core are electronically decoupled by steric repulsions