Synthesis, characterization, and reactivity of cationic gold(I) α-diimine complexes

Pierre de Frémont; Maria Teresa Avilés; Hervé Clavier; Pierre Braunstein

doi:10.1021/om2000426

Synthesis, characterization, and reactivity of cationic gold(I) α-diimine complexes

Pierre de Frémont, Maria Teresa Avilés, Hervé Clavier, Pierre Braunstein

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

28 Citations (Scopus)

Abstract

A series of cationic gold(I) alpha-diimine complexes of the type [(NHC)Au(alpha-diimine)]X or [(PPh(3))Au(alpha-diimine)]X, where NHC = IPr, alpha-diimine = BIAN-dipp, X = PF(6) (1); X = BF(4) (2); X = SbF(6) (3); NHC = I(t)Bu, alpha-diimine = BIAN-dipp X = PF(6) (4); X = BF(4) (5); NHC = IMes, alpha-diimine = BIAN-dipp, X = PF(6) (6); PPh(3), alpha-diimine = BIAN-dipp, X = PF(6) (7); NHC = IPr, alpha-diimine = DAB-Mes, X = PF(6) (8, 10) bearing an N-heterocyclic carbene (NHC) or a phosphine ligand, have been synthesized and characterized by NMR spectroscopy and single crystal X-ray diffraction. The stability of the new complexes and their catalytic activity for the intermolecular addition of the indole nucleophilic carbon to 1,6-enyne were also investigated.

Original language	English
Pages (from-to)	2241-2251
Number of pages	11
Journal	Organometallics
Volume	30
Issue number	8
DOIs	https://doi.org/10.1021/om2000426
Publication status	Published - 25 Apr 2011

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title = "Synthesis, characterization, and reactivity of cationic gold(I) α-diimine complexes",

abstract = "A series of cationic gold(I) alpha-diimine complexes of the type [(NHC)Au(alpha-diimine)]X or [(PPh(3))Au(alpha-diimine)]X, where NHC = IPr, alpha-diimine = BIAN-dipp, X = PF(6) (1); X = BF(4) (2); X = SbF(6) (3); NHC = I(t)Bu, alpha-diimine = BIAN-dipp X = PF(6) (4); X = BF(4) (5); NHC = IMes, alpha-diimine = BIAN-dipp, X = PF(6) (6); PPh(3), alpha-diimine = BIAN-dipp, X = PF(6) (7); NHC = IPr, alpha-diimine = DAB-Mes, X = PF(6) (8, 10) bearing an N-heterocyclic carbene (NHC) or a phosphine ligand, have been synthesized and characterized by NMR spectroscopy and single crystal X-ray diffraction. The stability of the new complexes and their catalytic activity for the intermolecular addition of the indole nucleophilic carbon to 1,6-enyne were also investigated.",

keywords = "GOLD(I)-CATALYZED INTERMOLECULAR HYDROALKOXYLATION, PHOSPHINE, ALLENES, ALLYLIC ETHERS, BIAN LIGANDS, ALKYNES, CATALYSIS, HYDROAMINATION, P-BLOCK ELEMENTS, 1,6-ENYNES",

author = "{de Fr{\'e}mont}, Pierre and Avil{\'e}s, {Maria Teresa} and Herv{\'e} Clavier and Pierre Braunstein",

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AU - de Frémont, Pierre

AU - Avilés, Maria Teresa

AU - Clavier, Hervé

AU - Braunstein, Pierre

PY - 2011/4/25

Y1 - 2011/4/25

N2 - A series of cationic gold(I) alpha-diimine complexes of the type [(NHC)Au(alpha-diimine)]X or [(PPh(3))Au(alpha-diimine)]X, where NHC = IPr, alpha-diimine = BIAN-dipp, X = PF(6) (1); X = BF(4) (2); X = SbF(6) (3); NHC = I(t)Bu, alpha-diimine = BIAN-dipp X = PF(6) (4); X = BF(4) (5); NHC = IMes, alpha-diimine = BIAN-dipp, X = PF(6) (6); PPh(3), alpha-diimine = BIAN-dipp, X = PF(6) (7); NHC = IPr, alpha-diimine = DAB-Mes, X = PF(6) (8, 10) bearing an N-heterocyclic carbene (NHC) or a phosphine ligand, have been synthesized and characterized by NMR spectroscopy and single crystal X-ray diffraction. The stability of the new complexes and their catalytic activity for the intermolecular addition of the indole nucleophilic carbon to 1,6-enyne were also investigated.

AB - A series of cationic gold(I) alpha-diimine complexes of the type [(NHC)Au(alpha-diimine)]X or [(PPh(3))Au(alpha-diimine)]X, where NHC = IPr, alpha-diimine = BIAN-dipp, X = PF(6) (1); X = BF(4) (2); X = SbF(6) (3); NHC = I(t)Bu, alpha-diimine = BIAN-dipp X = PF(6) (4); X = BF(4) (5); NHC = IMes, alpha-diimine = BIAN-dipp, X = PF(6) (6); PPh(3), alpha-diimine = BIAN-dipp, X = PF(6) (7); NHC = IPr, alpha-diimine = DAB-Mes, X = PF(6) (8, 10) bearing an N-heterocyclic carbene (NHC) or a phosphine ligand, have been synthesized and characterized by NMR spectroscopy and single crystal X-ray diffraction. The stability of the new complexes and their catalytic activity for the intermolecular addition of the indole nucleophilic carbon to 1,6-enyne were also investigated.

KW - GOLD(I)-CATALYZED INTERMOLECULAR HYDROALKOXYLATION

KW - PHOSPHINE

KW - ALLENES

KW - ALLYLIC ETHERS

KW - BIAN LIGANDS

KW - ALKYNES

KW - CATALYSIS

KW - HYDROAMINATION

KW - P-BLOCK ELEMENTS

KW - 1,6-ENYNES

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JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 8

ER -

Synthesis, characterization, and reactivity of cationic gold(I) α-diimine complexes

Abstract

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