Managing nucleophilic addition reactions to tune the physical properties of 2-substituted pentamethylBODIPY derivatives

S. R. Sritharan; B. A. Hussein; D. D. Machin; M. A. El-Aooiti; J. A. Adjei; J. K. Singh; J. T. H. Pau; J. S. Dhindsa; A. J. Lough; B. D. Koivisto

doi:10.1039/C6RA28114A

Managing nucleophilic addition reactions to tune the physical properties of 2-substituted pentamethylBODIPY derivatives†

S. R. Sritharan,^a B. A. Hussein,^a D. D. Machin,^a M. A. El-Aooiti,^a J. A. Adjei,^a J. K. Singh,^a J. T. H. Pau,^a J. S. Dhindsa,^a A. J. Lough^b and B. D. Koivisto

*^a

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^a Department of Chemistry and Biology, Ryerson University, 350 Victoria St. Toronto ON, Canada
E-mail: bryan.koivisto@ryerson.ca

^b Department of Chemistry, University of Toronto, Toronto ON, Canada

Abstract

The synthesis and characterization of a family of 2-substituted BODIPY dyes are reported herein. The dyes have been prepared using nucleophilic addition reactions (Wittig reactions, imine, Knoevenagel & aldol condensations) which are typically more challenging for BODIPY ring systems. Structure–property relationships have also been delineated by evaluating the physicochemical properties including; absorption & emission spectroscopy, electrochemical studies (CV, DPV) and theoretical calculations (TD-DFT).

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Managing nucleophilic addition reactions to tune the physical properties of 2-substituted pentamethylBODIPY derivatives†

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Managing nucleophilic addition reactions to tune the physical properties of 2-substituted pentamethylBODIPY derivatives

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