Dyads and Triads of Boron Difluoride Formazanate and Boron Difluoride Dipyrromethene Dyes

Author:

Buguis Francis L.1ORCID,Hsu Nathan Sung Y.1,Sirohey Sofia A.1ORCID,Adam Matheus C.2,Goncharova Lyudmila V.2ORCID,Gilroy Joe B.1ORCID

Affiliation:

1. Department of Chemistry The University of Western Ontario 1151 Richmond Street North London. Ontario N6A 5B7 Canada

2. Department of Physics and Astronomy The University of Western Ontario 1151 Richmond Street North London. Ontario N6A 3K7 Canada

Abstract

AbstractDye‐dye conjugates have attracted significant interest for their utility in applications such as bioimaging, theranostics, and light‐harvesting. Many classes of organic dyes have been employed in this regard; however, building blocks don't typically extend beyond small chromophores. This can lead to minor changes to the optoelectronic properties of the original dye. The exploration of dye–dye structures is impeded by long synthetic routes, incompatible synthetic conditions, or a mismatch of the desired properties. Here, we present the first‐of‐their‐kind dye‐dye conjugates of boron difluoride complexes of formazanate and dipyrromethene ligands. These conjugates exhibit dual photoluminescence bands that reach the near‐infrared spectral region and implicate anti‐Kasha processes. Cyclic voltammetry experiments revealed the generation of polyanionic species that can reversibly tolerate the uptake of up to 6 electrons. Ultimately, we demonstrate that BF2 formazanates can serve as a synthetically accessible platform to build upon new classes of dye‐dye conjugates.

Funder

Natural Sciences and Engineering Research Council of Canada

Ontario Ministry of Research, Innovation and Science

Canada Foundation for Innovation

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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