A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes

Pierrick Nun; Sylvain Gaillard; Albert Poater; Luigi Cavallo; Steven P. Nolan

doi:10.1039/c0ob00758g

A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes

Pierrick Nun, Sylvain Gaillard, Albert Poater, Luigi Cavallo, Steven P. Nolan

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

Abstract

Substituted indenes can be prepared after a sequence [1,3] O-acyl shift-hydroarylation-[1,3] O-acyl shift. Each step is catalyzed by a cationic NHC-Gold(I) species generated in situ after reaction between [(IPr) AuOH] and HBF4 center dot OEt2. This interesting silver-free way is fully supported by a computational study justifying the formation of each intermediate.

Original language	English
Pages (from-to)	101-104
Number of pages	4
Journal	Organic & Biomolecular Chemistry
Volume	9
Issue number	1
DOIs	https://doi.org/10.1039/c0ob00758g
Publication status	Published - 2011

Keywords

N-HETEROCYCLIC CARBENES
GOLD CATALYSIS
PROPARGYLIC ACETATES
PLATINUM
APPROXIMATION
REARRANGEMENT
ACTIVATION
DIVERSITY
SOLVENT
ALKYNES

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10.1039/c0ob00758g

Molecular assembly using gold catalysis: Molecular assembly using gold catalysis
Nolan, S. P. (PI)
EPSRC
1/01/10 → 31/12/12
Project: Standard

Cite this

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abstract = "Substituted indenes can be prepared after a sequence [1,3] O-acyl shift-hydroarylation-[1,3] O-acyl shift. Each step is catalyzed by a cationic NHC-Gold(I) species generated in situ after reaction between [(IPr) AuOH] and HBF4 center dot OEt2. This interesting silver-free way is fully supported by a computational study justifying the formation of each intermediate.",

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author = "Pierrick Nun and Sylvain Gaillard and Albert Poater and Luigi Cavallo and Nolan, {Steven P.}",

year = "2011",

doi = "10.1039/c0ob00758g",

language = "English",

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T1 - A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes

AU - Nun, Pierrick

AU - Gaillard, Sylvain

AU - Poater, Albert

AU - Cavallo, Luigi

AU - Nolan, Steven P.

PY - 2011

Y1 - 2011

N2 - Substituted indenes can be prepared after a sequence [1,3] O-acyl shift-hydroarylation-[1,3] O-acyl shift. Each step is catalyzed by a cationic NHC-Gold(I) species generated in situ after reaction between [(IPr) AuOH] and HBF4 center dot OEt2. This interesting silver-free way is fully supported by a computational study justifying the formation of each intermediate.

AB - Substituted indenes can be prepared after a sequence [1,3] O-acyl shift-hydroarylation-[1,3] O-acyl shift. Each step is catalyzed by a cationic NHC-Gold(I) species generated in situ after reaction between [(IPr) AuOH] and HBF4 center dot OEt2. This interesting silver-free way is fully supported by a computational study justifying the formation of each intermediate.

KW - N-HETEROCYCLIC CARBENES

KW - GOLD CATALYSIS

KW - PROPARGYLIC ACETATES

KW - PLATINUM

KW - APPROXIMATION

KW - REARRANGEMENT

KW - ACTIVATION

KW - DIVERSITY

KW - SOLVENT

KW - ALKYNES

U2 - 10.1039/c0ob00758g

DO - 10.1039/c0ob00758g

M3 - Article

SN - 1477-0539

VL - 9

SP - 101

EP - 104

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

IS - 1

ER -

A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes

Abstract

Keywords

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Projects

Molecular assembly using gold catalysis: Molecular assembly using gold catalysis

Cite this