Synthesis, Absorption, and Electrochemical Properties of Quinoid-Type Bisboron Complexes with Highly Symmetrical Structures.

Org Lett

†Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University, Yanagido, Gifu 501-1193, Japan.

Published: June 2015

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.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.5b01547DOI Listing

Publication Analysis

Top Keywords

bisboron complexes
20
highly symmetrical
8
absorption maxima
8
bisboron
5
complexes
5
synthesis absorption
4
absorption electrochemical
4
electrochemical properties
4
properties quinoid-type
4
quinoid-type bisboron
4

Similar Publications

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.

View Article and Find Full Text PDF
Article Synopsis
  • A Lewis superacidic bis(borane) CF{B(CF)} was used to create zwitterionic boryldiazenido W(ii) complexes by reacting with tungsten N-complexes.
  • The complex [W(THF)(EtPCHCHPEt)(N{B(CF)CFB(CF)})] showed the capability to split hydrogen, resulting in a seven-coordinate complex that exhibits intriguing hydride storage properties.
  • The study highlights a unique case where Lewis acid coordination modifies nitrogen activation, leading to a reduction of nitrogen to a diazene state, representing a novel approach in coordination chemistry.
View Article and Find Full Text PDF

Mono-/diboron complexes with saddle-shaped molecular conformations were synthesized from porphyrins(2.1.2.

View Article and Find Full Text PDF

Development of NIR emissive fully-fused bisboron complexes with π-conjugated systems including multiple azo groups.

Dalton Trans

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.

View Article and Find Full Text PDF

We describe herein a robust π-conjugated molecules with solid-state emission in the near-infrared (NIR) region (ΦF = 0.03-0.06).

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!