Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution

Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution

Ligand substitution is not a common procedure for the preparation of different borenium cations. This work demonstrates that the chloride ligands of several NHC-stabilized dichloroborenium cations [NHC·BCl2][X] (NHC = (R′C)2(NR)2C; 1, R = iPr, R′ = H; 2, R = iPr, R′ = Me; 3, R = tBu, R′ = H; X = AlC...

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Main Authors: Do, Dinh Cao Huan, Muthaiah, Senthilkumar, Ganguly, Rakesh, Vidović, Dragoslav
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
Online Access:https://hdl.handle.net/10356/105349
http://hdl.handle.net/10220/20516
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1053492023-02-28T19:35:51Z Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution Do, Dinh Cao Huan Muthaiah, Senthilkumar Ganguly, Rakesh Vidović, Dragoslav School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds Ligand substitution is not a common procedure for the preparation of different borenium cations. This work demonstrates that the chloride ligands of several NHC-stabilized dichloroborenium cations [NHC·BCl2][X] (NHC = (R′C)2(NR)2C; 1, R = iPr, R′ = H; 2, R = iPr, R′ = Me; 3, R = tBu, R′ = H; X = AlCl4, B(3,5-Cl2-C6H3)4) could be replaced with a catecholato moiety to produce [NHC·Bcat][X]. According to single-crystal X-ray analyses this particular ligand exchange enhanced the Lewis acidity of the target borocations with respect to the dichloro precursors. ASTAR (Agency for Sci., Tech. and Research, S’pore) Accepted version 2014-09-11T08:40:38Z 2019-12-06T21:49:39Z 2014-09-11T08:40:38Z 2019-12-06T21:49:39Z 2014 2014 Journal Article Do, D. C. H., Muthaiah, S., Ganguly, R., & Vidović, D. (2014). Synthesis of N-Heterocyclic Carbene Stabilized Catecholatoborenium Cations by Ligand Substitution. Organometallics, 33(16), 4165-4168. https://hdl.handle.net/10356/105349 http://hdl.handle.net/10220/20516 10.1021/om500434r en Organometallics © 2014 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by Organometallics, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/om500434r]. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
spellingShingle DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
Do, Dinh Cao Huan
Muthaiah, Senthilkumar
Ganguly, Rakesh
Vidović, Dragoslav
Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
description Ligand substitution is not a common procedure for the preparation of different borenium cations. This work demonstrates that the chloride ligands of several NHC-stabilized dichloroborenium cations [NHC·BCl2][X] (NHC = (R′C)2(NR)2C; 1, R = iPr, R′ = H; 2, R = iPr, R′ = Me; 3, R = tBu, R′ = H; X = AlCl4, B(3,5-Cl2-C6H3)4) could be replaced with a catecholato moiety to produce [NHC·Bcat][X]. According to single-crystal X-ray analyses this particular ligand exchange enhanced the Lewis acidity of the target borocations with respect to the dichloro precursors.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Do, Dinh Cao Huan
Muthaiah, Senthilkumar
Ganguly, Rakesh
Vidović, Dragoslav
format Article
author Do, Dinh Cao Huan
Muthaiah, Senthilkumar
Ganguly, Rakesh
Vidović, Dragoslav
author_sort Do, Dinh Cao Huan
title Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
title_short Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
title_full Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
title_fullStr Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
title_full_unstemmed Synthesis of N-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
title_sort synthesis of n-heterocyclic carbene stabilized catecholatoborenium cations by ligand substitution
publishDate 2014
url https://hdl.handle.net/10356/105349
http://hdl.handle.net/10220/20516
_version_ 1759854954653155328

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