A Family of Highly Fluorescent and Unsymmetric Bis(BF 2 ) Chromophore Containing Both Pyrrole and N-Heteroarene Derivatives: BOPPY

Changjiang Yu, Zhenlong Huang, Xinru Wang, Wei Miao, Qinghua Wu, Wai Yeung Wong, Erhong Hao, Yi Xiao, Lijuan Jiao

Research output: Journal article publicationJournal articleAcademic researchpeer-review

17 Citations (Scopus)

Abstract

A fundamental, highly fluorescent, and easily accessible scaffold named BOPPY is reported. The use of hydrazine as a bridging linkage between pyrrole and N-heteroarenes enables the binding of two BF 2 units to provide sufficient rigidity of the unsymmetric core skeleton. These resultant unsymmetrical BOPPYs are thus highly fluorescent in their solutions and solid powder states and exhibit high molar absorption coefficients (42200-47000 M -1 cm -1 ), large Stokes shifts, excellent photostability, and insensitivity to pH. More importantly, these BOPPYs showed efficient two-photon absorption in the wide spectral range of 700-900 nm, making them well suited for two-photon fluorescence microscopy imaging in living cells.

Original languageEnglish
Pages (from-to)4462-4466
Number of pages5
JournalOrganic Letters
Volume20
Issue number15
DOIs
Publication statusPublished - 3 Aug 2018

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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