Boron-dipyrromethene-functionalized hemilabile ligands as "turn-on" fluorescent probes for coordination changes in weak-link approach complexes

Alejo M. Lifschitz, Chad M. Shade, Alexander M. Spokoyny, Jose Mendez-Arroyo, Charlotte L. Stern, Amy A. Sarjeant, Chad A. Mirkin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Herein we report a new class of hemilabile ligands with boron-dipyrromethene (Bodipy) fluorophores that, when complexed to Pt(II), can signal changes in coordination mode through changes in their fluorescence. The ligands consist of phosphino-amine or phosphino-thioether coordinating moieties linked to the Bodipy's meso carbon via a phenylene spacer. Interestingly, this new class of ligands can be used to signal both ligand displacement and chelation reactions in a fluorescence "turn-on" fashion through the choice of weakly binding heteroatom in the hemilabile moiety, generating up to 10-fold fluorescence intensity increases. The Pt(II) center influences the Bodipy emission efficiency by regulating photoinduced electron transfer between the fluorophore and its meso substituent. The rates at which the excited Bodipy-species generate singlet oxygen upon excitation suggest that the heavy Pt(II) center also influences Bodipy's emission efficiency by affecting intersystem crossing from the Bodipy excited singlet to excited triplet states. This signaling strategy provides a quantitative read-out for changes in coordination mode and potentially will enable the design of new molecular systems for sensing and signal amplification.

Original languageEnglish (US)
Pages (from-to)5484-5492
Number of pages9
JournalInorganic chemistry
Volume52
Issue number9
DOIs
StatePublished - May 6 2013

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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