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Ready Access to Molecular Rotors Based on Boron Dipyrromethene Dyes-Coumarin Dyads Featuring Broadband Absorption.

ABSTRACT: Herein we report on a straightforward access method for boron dipyrromethene dyes (BODIPYs)-coumarin hybrids linked through their respective 8- and 6- positions, with wide functionalization of the coumarin fragment, using salicylaldehyde as a versatile building block. The computationally-assisted photophysical study unveils broadband absorption upon proper functionalization of the coumarin, as well as the key role of the conformational freedom of the coumarin appended at the meso position of the BODIPY. Such free motion almost suppresses the fluorescence signal, but enables us to apply these dyads as molecular rotors to monitor the surrounding microviscosity.

SUBMITTER: Enriquez-Palacios E

PROVIDER: S-EPMC7070740 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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Ready Access to Molecular Rotors Based on Boron Dipyrromethene Dyes-Coumarin Dyads Featuring Broadband Absorption.

Enríquez-Palacios Ernesto E Arbeloa Teresa T Bañuelos Jorge J Bautista-Hernández Claudia I CI Becerra-González José G JG López-Arbeloa Iñigo I Peña-Cabrera Eduardo E

Molecules (Basel, Switzerland) 20200212 4

Herein we report on a straightforward access method for boron dipyrromethene dyes (BODIPYs)-coumarin hybrids linked through their respective 8- and 6- positions, with wide functionalization of the coumarin fragment, using salicylaldehyde as a versatile building block. The computationally-assisted photophysical study unveils broadband absorption upon proper functionalization of the coumarin, as well as the key role of the conformational freedom of the coumarin appended at the <i>meso</i> position ...[more]

PMID: 32059435

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