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Synlett 2014; 25(10): 1466-1472
DOI: 10.1055/s-0033-1341278
DOI: 10.1055/s-0033-1341278
letter
A Versatile Synthesis of Long-Wavelength-Excitable BODIPY Dyes from Readily Modifiable Cyclopenta[2,1-b:3,4-b′]dithiophenes
Authors
Further Information
Publication History
Received: 04 February 2014
Accepted after revision: 04 April 2014
Publication Date:
20 May 2014 (online)
Abstract
Knoevenagel condensation of a simple methylated borondipyrromethene (Bodipy) with 4,4′-dihexyl-4H-cyclopenta-[2,1-b:3,4-b′]dithiophenes functionalized at one end by a triphenylamine residue and at the other by a carbaldehyde fragment leads to novel dye species. These bisvinylic derivatives exhibit pronounced absorption in the visible range extending above 850 nm. Addition of other Bodipy units by coupling to a central iodophenyl entity enables filling of the gaps in absorption of the pivotal starting material. Efficient cascade energy transfer between the Bodipys is facilitated by spectral overlap between the energy donor and the energy acceptor. All photons between 350 nm and 750 nm are channeled to the distyryl centers which emit at 864 nm.
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10.1055/s-00000083.
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References and Notes
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