BODIPY atropisomer interconversion, face discrimination, and superstructure appending?

Chemical Communications Pub Date: 2016-02-24 DOI: 10.1039/C5CC10526A

Abstract

A strategy was developed to append sterically hindered apical pickets on both faces of the BODIPY platform to prevent stacking and aggregation. Ortho-substitution of both the meso-phenyl ring and the boron-bound catechol affords the right directionality to append pickets, achieve face discrimination, featuring two interconvertible atropisomers, and is reminiscent of the picket-fence strategy in porphyrins.

Graphical abstract: BODIPY atropisomer interconversion, face discrimination, and superstructure appending
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