Palladium-catalyzed cross-methylation of aryl triflates by intramolecularly stabilized dialkyl-aluminum, -gallium and -indium reagents

Jochanan Blum; Judith A. Katz; Nimer Jaber; Michael Michman; Herbert Schumann; Stefan Schutte; Jens Kaufmann; Birgit C. Wassermann

doi:10.1016/S1381-1169(00)00442-8

Palladium-catalyzed cross-methylation of aryl triflates by intramolecularly stabilized dialkyl-aluminum, -gallium and -indium reagents

Jochanan Blum^*
, Judith A. Katz
, Nimer Jaber
, Michael Michman
, Herbert Schumann
, Stefan Schutte
, Jens Kaufmann
, Birgit C. Wassermann

^*Corresponding author for this work

Institute of Chemistry

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

33 Scopus citations

Abstract

Several phenyl and naphthyl triflates undergo catalytic cross-methylation with the monomeric and dimeric dimethyl-aluminum, -gallium and -indium complexes 1a, 1b, 1c, 3a, 3b and 3c in the presence of either PdCl₂(PPh₃)₂, Pd(PPh₃)₄ or Pd(binap)(OAc)₂. 4-Bromophenyl triflate reacts selectively via the triflate function. Structural features of the substrate and the methylating agent, as well as the nature and quality of the palladium catalyst have a considerable influence on the cross-coupling process.

Original language	English
Pages (from-to)	97-102
Number of pages	6
Journal	Journal of Molecular Catalysis A: Chemical
Volume	165
Issue number	1-2
DOIs	https://doi.org/10.1016/S1381-1169(00)00442-8
State	Published - 8 Jan 2001

Keywords

Aluminum
Aryl triflates
Cross-coupling
Gallium
Indium
Palladium catalysts

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10.1016/S1381-1169(00)00442-8

Cite this

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title = "Palladium-catalyzed cross-methylation of aryl triflates by intramolecularly stabilized dialkyl-aluminum, -gallium and -indium reagents",

abstract = "Several phenyl and naphthyl triflates undergo catalytic cross-methylation with the monomeric and dimeric dimethyl-aluminum, -gallium and -indium complexes 1a, 1b, 1c, 3a, 3b and 3c in the presence of either PdCl2(PPh3)2, Pd(PPh3)4 or Pd(binap)(OAc)2. 4-Bromophenyl triflate reacts selectively via the triflate function. Structural features of the substrate and the methylating agent, as well as the nature and quality of the palladium catalyst have a considerable influence on the cross-coupling process.",

keywords = "Aluminum, Aryl triflates, Cross-coupling, Gallium, Indium, Palladium catalysts",

author = "Jochanan Blum and Katz, \{Judith A.\} and Nimer Jaber and Michael Michman and Herbert Schumann and Stefan Schutte and Jens Kaufmann and Wassermann, \{Birgit C.\}",

year = "2001",

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doi = "10.1016/S1381-1169(00)00442-8",

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T1 - Palladium-catalyzed cross-methylation of aryl triflates by intramolecularly stabilized dialkyl-aluminum, -gallium and -indium reagents

AU - Blum, Jochanan

AU - Katz, Judith A.

AU - Jaber, Nimer

AU - Michman, Michael

AU - Schumann, Herbert

AU - Schutte, Stefan

AU - Kaufmann, Jens

AU - Wassermann, Birgit C.

PY - 2001/1/8

Y1 - 2001/1/8

N2 - Several phenyl and naphthyl triflates undergo catalytic cross-methylation with the monomeric and dimeric dimethyl-aluminum, -gallium and -indium complexes 1a, 1b, 1c, 3a, 3b and 3c in the presence of either PdCl2(PPh3)2, Pd(PPh3)4 or Pd(binap)(OAc)2. 4-Bromophenyl triflate reacts selectively via the triflate function. Structural features of the substrate and the methylating agent, as well as the nature and quality of the palladium catalyst have a considerable influence on the cross-coupling process.

AB - Several phenyl and naphthyl triflates undergo catalytic cross-methylation with the monomeric and dimeric dimethyl-aluminum, -gallium and -indium complexes 1a, 1b, 1c, 3a, 3b and 3c in the presence of either PdCl2(PPh3)2, Pd(PPh3)4 or Pd(binap)(OAc)2. 4-Bromophenyl triflate reacts selectively via the triflate function. Structural features of the substrate and the methylating agent, as well as the nature and quality of the palladium catalyst have a considerable influence on the cross-coupling process.

KW - Aluminum

KW - Aryl triflates

KW - Cross-coupling

KW - Gallium

KW - Indium

KW - Palladium catalysts

UR - https://www.scopus.com/pages/publications/0035825260

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DO - 10.1016/S1381-1169(00)00442-8

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SN - 1381-1169

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EP - 102

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

IS - 1-2

ER -

Palladium-catalyzed cross-methylation of aryl triflates by intramolecularly stabilized dialkyl-aluminum, -gallium and -indium reagents

Abstract

Keywords

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