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Recent developments in and perspectives on three-coordinate boron materials: a bright future

The empty p( z )-orbital of a three-coordinate organoboron compound leads to its electron-deficient properties, which make it an excellent π-acceptor in conjugated organic chromophores. The empty p-orbital in such Lewis acids can be attacked by nucleophiles, so bulky groups are often employed to pro...

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Autores principales: Ji, Lei, Griesbeck, Stefanie, Marder, Todd B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5452272/
https://www.ncbi.nlm.nih.gov/pubmed/28572897
http://dx.doi.org/10.1039/c6sc04245g
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author Ji, Lei
Griesbeck, Stefanie
Marder, Todd B.
author_facet Ji, Lei
Griesbeck, Stefanie
Marder, Todd B.
author_sort Ji, Lei
collection PubMed
description The empty p( z )-orbital of a three-coordinate organoboron compound leads to its electron-deficient properties, which make it an excellent π-acceptor in conjugated organic chromophores. The empty p-orbital in such Lewis acids can be attacked by nucleophiles, so bulky groups are often employed to provide air-stable materials. However, many of these can still bind fluoride and cyanide anions leading to applications as anion-selective sensors. One electron reduction generates radical anions. The π-acceptor strength can be easily tuned by varying the organic substituents. Many of these compounds show strong two-photon absorption (TPA) and two-photon excited fluorescence (TPEF) behaviour, which can be applied for e.g. biological imaging. Furthermore, these chromophores can be used as emitters and electron transporters in OLEDs, and examples have recently been found to exhibit efficient thermally activated delayed fluorescence (TADF). The three-coordinate organoboron unit can also be incorporated into polycyclic aromatic hydrocarbons. Such boron-doped compounds exhibit very interesting properties, distinct from their all-carbon analogues. Significant developments have been made in all of these areas in recent years and new applications are rapidly emerging for this class of boron compounds.
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spelling pubmed-54522722017-06-01 Recent developments in and perspectives on three-coordinate boron materials: a bright future Ji, Lei Griesbeck, Stefanie Marder, Todd B. Chem Sci Chemistry The empty p( z )-orbital of a three-coordinate organoboron compound leads to its electron-deficient properties, which make it an excellent π-acceptor in conjugated organic chromophores. The empty p-orbital in such Lewis acids can be attacked by nucleophiles, so bulky groups are often employed to provide air-stable materials. However, many of these can still bind fluoride and cyanide anions leading to applications as anion-selective sensors. One electron reduction generates radical anions. The π-acceptor strength can be easily tuned by varying the organic substituents. Many of these compounds show strong two-photon absorption (TPA) and two-photon excited fluorescence (TPEF) behaviour, which can be applied for e.g. biological imaging. Furthermore, these chromophores can be used as emitters and electron transporters in OLEDs, and examples have recently been found to exhibit efficient thermally activated delayed fluorescence (TADF). The three-coordinate organoboron unit can also be incorporated into polycyclic aromatic hydrocarbons. Such boron-doped compounds exhibit very interesting properties, distinct from their all-carbon analogues. Significant developments have been made in all of these areas in recent years and new applications are rapidly emerging for this class of boron compounds. Royal Society of Chemistry 2017-02-01 2016-11-09 /pmc/articles/PMC5452272/ /pubmed/28572897 http://dx.doi.org/10.1039/c6sc04245g Text en This journal is © The Royal Society of Chemistry 2016 https://creativecommons.org/licenses/by-nc/3.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial 3.0 Unported License (http://creativecommons.org/licenses/by-nc/3.0/ (https://creativecommons.org/licenses/by-nc/3.0/) ) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Ji, Lei
Griesbeck, Stefanie
Marder, Todd B.
Recent developments in and perspectives on three-coordinate boron materials: a bright future
title Recent developments in and perspectives on three-coordinate boron materials: a bright future
title_full Recent developments in and perspectives on three-coordinate boron materials: a bright future
title_fullStr Recent developments in and perspectives on three-coordinate boron materials: a bright future
title_full_unstemmed Recent developments in and perspectives on three-coordinate boron materials: a bright future
title_short Recent developments in and perspectives on three-coordinate boron materials: a bright future
title_sort recent developments in and perspectives on three-coordinate boron materials: a bright future
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5452272/
https://www.ncbi.nlm.nih.gov/pubmed/28572897
http://dx.doi.org/10.1039/c6sc04245g
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