Dichlorobis(triphenylphosphine)nickel-catalyzed cross-coupling of aryl chlorides with intramolecularly stabilized group 13 metal alkylating reagents

Dmitri Gelman; Herbert Schumann; Jochanan Blum

doi:10.1016/S0040-4039(00)01295-8

Dichlorobis(triphenylphosphine)nickel-catalyzed cross-coupling of aryl chlorides with intramolecularly stabilized group 13 metal alkylating reagents

Dmitri Gelman, Herbert Schumann, Jochanan Blum^*

^*Corresponding author for this work

Institute of Chemistry

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

59 Scopus citations

Abstract

The intramolecularly stabilized alkyl and aryl aluminum complexes 1, 4 and 11, as well as the indium compounds 6, 9 and 10 cross-couple with a variety of chloroarenes at 8°C in the presence of NiCl₂(PPh₃)₂ to give selectively the respective alkylated arenes in high yields. Addition of organic or inorganic bases lowers the reaction temperature to 50°C. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	7555-7558
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4039(00)01295-8
State	Published - 23 Sep 2000

Bibliographical note

Funding Information:
We thank the Israel Science Foundation and the Exchange Program between the Technische Universität, Berlin and the Hebrew University of Jerusalem for financial support.

Keywords

Aluminum
Aryl chlorides
Cross-coupling
Indium
Nickel catalyst

Access to Document

10.1016/S0040-4039(00)01295-8

Cite this

@article{ce25ec51868f4226a225801f56ad3ba1,

title = "Dichlorobis(triphenylphosphine)nickel-catalyzed cross-coupling of aryl chlorides with intramolecularly stabilized group 13 metal alkylating reagents",

abstract = "The intramolecularly stabilized alkyl and aryl aluminum complexes 1, 4 and 11, as well as the indium compounds 6, 9 and 10 cross-couple with a variety of chloroarenes at 8°C in the presence of NiCl2(PPh3)2 to give selectively the respective alkylated arenes in high yields. Addition of organic or inorganic bases lowers the reaction temperature to 50°C. (C) 2000 Elsevier Science Ltd.",

keywords = "Aluminum, Aryl chlorides, Cross-coupling, Indium, Nickel catalyst",

author = "Dmitri Gelman and Herbert Schumann and Jochanan Blum",

note = "Funding Information: We thank the Israel Science Foundation and the Exchange Program between the Technische Universit{\"a}t, Berlin and the Hebrew University of Jerusalem for financial support.",

year = "2000",

month = sep,

day = "23",

doi = "10.1016/S0040-4039(00)01295-8",

language = "אנגלית",

volume = "41",

pages = "7555--7558",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "39",

}

TY - JOUR

T1 - Dichlorobis(triphenylphosphine)nickel-catalyzed cross-coupling of aryl chlorides with intramolecularly stabilized group 13 metal alkylating reagents

AU - Gelman, Dmitri

AU - Schumann, Herbert

AU - Blum, Jochanan

N1 - Funding Information: We thank the Israel Science Foundation and the Exchange Program between the Technische Universität, Berlin and the Hebrew University of Jerusalem for financial support.

PY - 2000/9/23

Y1 - 2000/9/23

N2 - The intramolecularly stabilized alkyl and aryl aluminum complexes 1, 4 and 11, as well as the indium compounds 6, 9 and 10 cross-couple with a variety of chloroarenes at 8°C in the presence of NiCl2(PPh3)2 to give selectively the respective alkylated arenes in high yields. Addition of organic or inorganic bases lowers the reaction temperature to 50°C. (C) 2000 Elsevier Science Ltd.

AB - The intramolecularly stabilized alkyl and aryl aluminum complexes 1, 4 and 11, as well as the indium compounds 6, 9 and 10 cross-couple with a variety of chloroarenes at 8°C in the presence of NiCl2(PPh3)2 to give selectively the respective alkylated arenes in high yields. Addition of organic or inorganic bases lowers the reaction temperature to 50°C. (C) 2000 Elsevier Science Ltd.

KW - Aluminum

KW - Aryl chlorides

KW - Cross-coupling

KW - Indium

KW - Nickel catalyst

UR - http://www.scopus.com/inward/record.url?scp=0034706375&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)01295-8

DO - 10.1016/S0040-4039(00)01295-8

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:0034706375

SN - 0040-4039

VL - 41

SP - 7555

EP - 7558

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

Dichlorobis(triphenylphosphine)nickel-catalyzed cross-coupling of aryl chlorides with intramolecularly stabilized group 13 metal alkylating reagents

Abstract

Bibliographical note

Keywords

Access to Document

Other files and links

Fingerprint

Cite this