Novel bisboron complexes of bidentate ligands consisting of 1,4-benzoquinone and two pyrrole rings were synthesized by using a simple two-step reaction. In solution, the bisboron complexes showed absorption maxima at ∼620 and 800 nm, which were attributed to the allowed S0 → S2 and forbidden S0 → S1 transitions, respectively. The bisboron complexes did not show any fluorescence, probably because of their highly symmetrical structure which forbids the S0 → S1 transition. Bisboron complexes underwent a two-electron reduction to yield the corresponding aromatic dianion, which showed absorption maxima at ∼410 nm.
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http://dx.doi.org/10.1021/acs.orglett.5b01547 | DOI Listing |
Angew Chem Int Ed Engl
January 2025
School of Chemistry, University of Bristol, Cantock's Close, BS8 1TS, Bristol, UK.
Asymmetric diboration of terminal alkenes is well established, and subsequent selective functionalization of the less hindered primary boronic ester is commonly achieved. Conversely, selective functionalization of the sterically less accessible secondary boronic ester remains challenging. An alternative way to control chemoselective functionalization of bis(boron) compounds is by engendering different Lewis acidity to the two boryl moieties, since reactivity would then be dictated by Lewis acidity instead of sterics.
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December 2023
LCC-CNRS, Université de Toulouse, CNRS, UPS 205 route de Narbonne BP44099 F-31077 Toulouse Cedex 4 France
Dalton Trans
June 2022
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, China.
Mono-/diboron complexes with saddle-shaped molecular conformations were synthesized from porphyrins(2.1.2.
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December 2021
Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
Development of novel near-infrared (NIR) emitters is essential for satisfying the growing demands of advancing optical telecommunication and medical technology. We synthesized elemental skeletons composed of robust π-conjugated systems including two boron-fused azo groups, which showed an intense emission in the red or near-infrared (NIR) region both in solution and solid states. Two types of bisboron complexes with different aromatic linkers showed emission properties with larger bathochromic shifts and emission efficiencies in solution than the corresponding monoboron complex.
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June 2020
Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
We describe herein a robust π-conjugated molecules with solid-state emission in the near-infrared (NIR) region (ΦF = 0.03-0.06).
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