4.8 Article

Rigid π-Extended Boron Difluoride Complex with Mega-Stokes Shift for Bioimaging

Journal

ORGANIC LETTERS
Volume 22, Issue 9, Pages 3356-3360

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00782

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Funding

  1. Ministry of Science, Innovation and Universities [RTI2018-101092-B-I00, SAF2016-77241-R]
  2. Programa Estatal de Fomento de la Investigacion Cientifica y Tecnica de Excelencia [RED2018-102815-T]
  3. Fundacion Seneca -Agencia de Ciencia y Tecnologia de la Region de Murcia [20959/PI/18, 20809/PI/18]

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The rational design of a rigid pi-extended ligand, suitable for the formation of four-coordinate boron complexes, has led to the synthesis of the fused hexacyclic structure of carbazolo[2,1-c]phenanthridine. The photo-physical characterization of the novel fluorophore revealed a significant Stokes shift whose intramolecular charge transfer origin has been corroborated by computational calculations. The usefulness of the reported N,N-difluoroboryl complex as fluorescent probe with large Stokes shift has been demonstrated for cancer cells imaging.

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