Synthesis, characterization, and structure of [GaCl3(NHC)] complexes

Nicolas Marion; Eduardo C. Escudero-Adan; Jordi Benet-Buchholz; Edwin D. Stevens; Louis Fensterbank; Max Malacria; Steven Patrick Nolan

doi:10.1021/om070241g

Synthesis, characterization, and structure of [GaCl3(NHC)] complexes

Nicolas Marion, Eduardo C. Escudero-Adan, Jordi Benet-Buchholz, Edwin D. Stevens, Louis Fensterbank, Max Malacria, Steven Patrick Nolan

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

Abstract

The reaction of GaCl3 with 1 equiv of NHC ligand (NHC = N-heterocyclic carbene) at room temperature in pentane yielding the corresponding 1:1 adduct [GaCl3(NHC)] is reported. Using IPr (N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), IMes (N,N'-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene), and IPrMe (1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene), three NHC-containing Ga-III adducts have been synthesized in good yields and fully characterized by H-1 and C-13 NMR, HRMS, elemental analysis, and X-ray diffraction studies for the first time. The solid-state structure of [GaCl3(IMes)] presented, as a special feature, two different positions of the main molecule with an occupation ratio of 50%. These positions of the molecule are shifted with respect to each other along the c-axis by 0.96 angstrom.

Original language	English
Pages (from-to)	3256-3259
Number of pages	4
Journal	Organometallics
Volume	26
Issue number	13
DOIs	https://doi.org/10.1021/om070241g
Publication status	Published - 18 Jun 2007

Keywords

N-HETEROCYCLIC-CARBENE
ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
GACL3-CATALYZED ORTHO-ETHYNYLATION
GROUP-13 TRIHYDRIDES
GALLIUM TRICHLORIDE
MOLECULAR-STRUCTURE
LEWIS-ACIDS
DERIVATIVES
INDOLES
CYCLOISOMERIZATION

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title = "Synthesis, characterization, and structure of [GaCl3(NHC)] complexes",

abstract = "The reaction of GaCl3 with 1 equiv of NHC ligand (NHC = N-heterocyclic carbene) at room temperature in pentane yielding the corresponding 1:1 adduct [GaCl3(NHC)] is reported. Using IPr (N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), IMes (N,N'-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene), and IPrMe (1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene), three NHC-containing Ga-III adducts have been synthesized in good yields and fully characterized by H-1 and C-13 NMR, HRMS, elemental analysis, and X-ray diffraction studies for the first time. The solid-state structure of [GaCl3(IMes)] presented, as a special feature, two different positions of the main molecule with an occupation ratio of 50%. These positions of the molecule are shifted with respect to each other along the c-axis by 0.96 angstrom.",

keywords = "N-HETEROCYCLIC-CARBENE, ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS, GACL3-CATALYZED ORTHO-ETHYNYLATION, GROUP-13 TRIHYDRIDES, GALLIUM TRICHLORIDE, MOLECULAR-STRUCTURE, LEWIS-ACIDS, DERIVATIVES, INDOLES, CYCLOISOMERIZATION",

author = "Nicolas Marion and Escudero-Adan, {Eduardo C.} and Jordi Benet-Buchholz and Stevens, {Edwin D.} and Louis Fensterbank and Max Malacria and Nolan, {Steven Patrick}",

year = "2007",

month = jun,

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doi = "10.1021/om070241g",

language = "English",

volume = "26",

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journal = "Organometallics",

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TY - JOUR

T1 - Synthesis, characterization, and structure of [GaCl3(NHC)] complexes

AU - Marion, Nicolas

AU - Escudero-Adan, Eduardo C.

AU - Benet-Buchholz, Jordi

AU - Stevens, Edwin D.

AU - Fensterbank, Louis

AU - Malacria, Max

AU - Nolan, Steven Patrick

PY - 2007/6/18

Y1 - 2007/6/18

N2 - The reaction of GaCl3 with 1 equiv of NHC ligand (NHC = N-heterocyclic carbene) at room temperature in pentane yielding the corresponding 1:1 adduct [GaCl3(NHC)] is reported. Using IPr (N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), IMes (N,N'-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene), and IPrMe (1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene), three NHC-containing Ga-III adducts have been synthesized in good yields and fully characterized by H-1 and C-13 NMR, HRMS, elemental analysis, and X-ray diffraction studies for the first time. The solid-state structure of [GaCl3(IMes)] presented, as a special feature, two different positions of the main molecule with an occupation ratio of 50%. These positions of the molecule are shifted with respect to each other along the c-axis by 0.96 angstrom.

AB - The reaction of GaCl3 with 1 equiv of NHC ligand (NHC = N-heterocyclic carbene) at room temperature in pentane yielding the corresponding 1:1 adduct [GaCl3(NHC)] is reported. Using IPr (N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), IMes (N,N'-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene), and IPrMe (1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene), three NHC-containing Ga-III adducts have been synthesized in good yields and fully characterized by H-1 and C-13 NMR, HRMS, elemental analysis, and X-ray diffraction studies for the first time. The solid-state structure of [GaCl3(IMes)] presented, as a special feature, two different positions of the main molecule with an occupation ratio of 50%. These positions of the molecule are shifted with respect to each other along the c-axis by 0.96 angstrom.

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KW - GROUP-13 TRIHYDRIDES

KW - GALLIUM TRICHLORIDE

KW - MOLECULAR-STRUCTURE

KW - LEWIS-ACIDS

KW - DERIVATIVES

KW - INDOLES

KW - CYCLOISOMERIZATION

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U2 - 10.1021/om070241g

DO - 10.1021/om070241g

M3 - Article

SN - 0276-7333

VL - 26

SP - 3256

EP - 3259

JO - Organometallics

JF - Organometallics

IS - 13

ER -

Synthesis, characterization, and structure of [GaCl3(NHC)] complexes

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