Aryl-NHC-group 13 trimethyl complexes: structural, stability and bonding insights

Melissa M. Wu; Arran M. Gill; Lu Yunpeng; Li Yongxin; Rakesh Ganguly; Laura Falivene; Felipe García

doi:10.1039/c6dt04448d

Aryl-NHC-group 13 trimethyl complexes: structural, stability and bonding insights

Melissa M. Wu, Arran M. Gill, Lu Yunpeng, Li Yongxin, Rakesh Ganguly, Laura Falivene, Felipe García

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Treatment of aromatic N-substituted N-heterocyclic carbenes (NHCs) with trimethyl-gallium and -indium yielded the new Lewis acid-base adducts, IMes·GaMe3 (1), SIMes·GaMe3 (2), IPr·GaMe3 (3), SIPr·GaMe3 (4), IMes·InMe3 (5), SIMes·InMe3 (6), IPr·InMe3 (7), and SIPr·InMe3 (8), with all complexes being identified by X-ray diffraction, IR, and multinuclear NMR analyses. Complex stability was found to be largely dependent on the nature of the constituent NHC ligands. Percent buried volume (%VBur) and topographic steric map analyses were employed to quantify and elucidate the observed trends. Additionally, a detailed bond snapping energy (BSE) decomposition analysis focusing on both steric and orbital interactions of the M-NHC bond (M = Al, Ga and In) has been performed.

Original language	English (US)
Pages (from-to)	854-864
Number of pages	11
Journal	Dalton Trans.
Volume	46
Issue number	3
DOIs	https://doi.org/10.1039/c6dt04448d
State	Published - 2017

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https://repository.kaust.edu.sa/bitstream/10754/622735/1/c6dt04448d.pdf

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CCDC 1477682: Experimental Crystal Structure Determination : (1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)-trimethyl-indium
Wu, M. M. (Creator), Gill, A. M. (Creator), Yunpeng, L. (Creator), Yongxin, L. (Creator), Ganguly, R. (Creator), Falivene, L. (Creator), García, F. (Creator), Wu, M. M. (Creator), Gill, A. M. (Creator), Yunpeng, L. (Creator), Yongxin, L. (Creator), Ganguly, R. (Creator) & García, F. (Creator), Cambridge Crystallographic Data Centre, Jan 4 2017
DOI: 10.5517/ccdc.csd.cc1lln50, http://hdl.handle.net/10754/624589
Dataset
CCDC 1477681: Experimental Crystal Structure Determination : (1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)-trimethyl-gallium
Wu, M. M. (Creator), Gill, A. M. (Creator), Yunpeng, L. (Creator), Yongxin, L. (Creator), Ganguly, R. (Creator), Falivene, L. (Creator), García, F. (Creator), Wu, M. M. (Creator), Gill, A. M. (Creator), Yunpeng, L. (Creator), Yongxin, L. (Creator), Ganguly, R. (Creator) & García, F. (Creator), Cambridge Crystallographic Data Centre, Jan 4 2017
DOI: 10.5517/ccdc.csd.cc1lln4z, http://hdl.handle.net/10754/624588
Dataset
CCDC 1477676: Experimental Crystal Structure Determination : (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)-trimethyl-indium
Wu, M. M. (Creator), Gill, A. M. (Creator), Yunpeng, L. (Creator), Yongxin, L. (Creator), Ganguly, R. (Creator), Falivene, L. (Creator), García, F. (Creator), Wu, M. M. (Creator), Gill, A. M. (Creator), Yunpeng, L. (Creator), Yongxin, L. (Creator), Ganguly, R. (Creator) & García, F. (Creator), Cambridge Crystallographic Data Centre, Jan 4 2017
DOI: 10.5517/ccdc.csd.cc1llmzs, http://hdl.handle.net/10754/624584
Dataset

Cite this

@article{1783d0c2e461413b9ecc8ab48d3c3b07,

title = "Aryl-NHC-group 13 trimethyl complexes: structural, stability and bonding insights",

abstract = "Treatment of aromatic N-substituted N-heterocyclic carbenes (NHCs) with trimethyl-gallium and -indium yielded the new Lewis acid-base adducts, IMes·GaMe3 (1), SIMes·GaMe3 (2), IPr·GaMe3 (3), SIPr·GaMe3 (4), IMes·InMe3 (5), SIMes·InMe3 (6), IPr·InMe3 (7), and SIPr·InMe3 (8), with all complexes being identified by X-ray diffraction, IR, and multinuclear NMR analyses. Complex stability was found to be largely dependent on the nature of the constituent NHC ligands. Percent buried volume (%VBur) and topographic steric map analyses were employed to quantify and elucidate the observed trends. Additionally, a detailed bond snapping energy (BSE) decomposition analysis focusing on both steric and orbital interactions of the M-NHC bond (M = Al, Ga and In) has been performed.",

author = "Wu, {Melissa M.} and Gill, {Arran M.} and Lu Yunpeng and Li Yongxin and Rakesh Ganguly and Laura Falivene and Felipe Garc{\'i}a",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: F. G. would like to thank NTU start-up grant (M4080552) and MOE Tier 1 grant (M4011441) for financial support. L. F. would like to thank KAUST for financial support.",

year = "2017",

doi = "10.1039/c6dt04448d",

language = "English (US)",

volume = "46",

pages = "854--864",

journal = "Dalton Trans.",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "3",

}

TY - JOUR

T1 - Aryl-NHC-group 13 trimethyl complexes: structural, stability and bonding insights

AU - Wu, Melissa M.

AU - Gill, Arran M.

AU - Yunpeng, Lu

AU - Yongxin, Li

AU - Ganguly, Rakesh

AU - Falivene, Laura

AU - García, Felipe

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: F. G. would like to thank NTU start-up grant (M4080552) and MOE Tier 1 grant (M4011441) for financial support. L. F. would like to thank KAUST for financial support.

PY - 2017

Y1 - 2017

N2 - Treatment of aromatic N-substituted N-heterocyclic carbenes (NHCs) with trimethyl-gallium and -indium yielded the new Lewis acid-base adducts, IMes·GaMe3 (1), SIMes·GaMe3 (2), IPr·GaMe3 (3), SIPr·GaMe3 (4), IMes·InMe3 (5), SIMes·InMe3 (6), IPr·InMe3 (7), and SIPr·InMe3 (8), with all complexes being identified by X-ray diffraction, IR, and multinuclear NMR analyses. Complex stability was found to be largely dependent on the nature of the constituent NHC ligands. Percent buried volume (%VBur) and topographic steric map analyses were employed to quantify and elucidate the observed trends. Additionally, a detailed bond snapping energy (BSE) decomposition analysis focusing on both steric and orbital interactions of the M-NHC bond (M = Al, Ga and In) has been performed.

AB - Treatment of aromatic N-substituted N-heterocyclic carbenes (NHCs) with trimethyl-gallium and -indium yielded the new Lewis acid-base adducts, IMes·GaMe3 (1), SIMes·GaMe3 (2), IPr·GaMe3 (3), SIPr·GaMe3 (4), IMes·InMe3 (5), SIMes·InMe3 (6), IPr·InMe3 (7), and SIPr·InMe3 (8), with all complexes being identified by X-ray diffraction, IR, and multinuclear NMR analyses. Complex stability was found to be largely dependent on the nature of the constituent NHC ligands. Percent buried volume (%VBur) and topographic steric map analyses were employed to quantify and elucidate the observed trends. Additionally, a detailed bond snapping energy (BSE) decomposition analysis focusing on both steric and orbital interactions of the M-NHC bond (M = Al, Ga and In) has been performed.

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UR - http://pubs.rsc.org/en/Content/ArticleLanding/2017/DT/C6DT04448D#!divAbstract

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U2 - 10.1039/c6dt04448d

DO - 10.1039/c6dt04448d

M3 - Article

C2 - 28001163

VL - 46

SP - 854

EP - 864

JO - Dalton Trans.

JF - Dalton Trans.

SN - 1477-9226

IS - 3

ER -

Aryl-NHC-group 13 trimethyl complexes: structural, stability and bonding insights

Abstract

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CCDC 1477682: Experimental Crystal Structure Determination : (1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)-trimethyl-indium

CCDC 1477681: Experimental Crystal Structure Determination : (1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)-trimethyl-gallium

CCDC 1477676: Experimental Crystal Structure Determination : (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)-trimethyl-indium

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