An N-Heterocyclic Carbene Ligand with Flexible Steric Bulk Allows Suzuki Cross-Coupling of Sterically Hindered Aryl Chlorides at Room Temperature

Gereon Altenhoff; Richard Goddard; Christian W. Lehmann; Frank Glorius

doi:10.1002/anie.200351325

An N-Heterocyclic Carbene Ligand with Flexible Steric Bulk Allows Suzuki Cross-Coupling of Sterically Hindered Aryl Chlorides at Room Temperature

Angewandte Chemie International Edition ◽

10.1002/anie.200351325 ◽

2003 ◽

Vol 42 (31) ◽

pp. 3690-3693 ◽

Cited By ~ 352

Author(s):

Gereon Altenhoff ◽

Richard Goddard ◽

Christian W. Lehmann ◽

Frank Glorius

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Aryl Chlorides ◽

Sterically Hindered

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A General Method for the Suzuki—Miyaura Cross-Coupling of Sterically Hindered Aryl Chlorides: Synthesis of Di- and Tri-ortho-substituted Biaryls in 2-Propanol at Room Temperature.

ChemInform ◽

10.1002/chin.200419084 ◽

2004 ◽

Vol 35 (19) ◽

Author(s):

Oscar Navarro ◽

Roy A. III Kelly ◽

Steven P. Nolan

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Aryl Chlorides ◽

Sterically Hindered ◽

General Method

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A General Method for the Suzuki−Miyaura Cross-Coupling of Sterically Hindered Aryl Chlorides: Synthesis of Di- and Tri-ortho-substituted Biaryls in 2-Propanol at Room Temperature

Journal of the American Chemical Society ◽

10.1021/ja038631r ◽

2003 ◽

Vol 125 (52) ◽

pp. 16194-16195 ◽

Cited By ~ 376

Author(s):

Oscar Navarro ◽

Roy A. Kelly ◽

Steven P. Nolan

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Aryl Chlorides ◽

Sterically Hindered ◽

General Method

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An N-Heterocyclic Carbene Ligand with Flexible Steric Bulk Allows Suzuki Cross-Coupling of Sterically Hindered Aryl Chlorides at Room Temperature.

ChemInform ◽

10.1002/chin.200348090 ◽

2003 ◽

Vol 34 (48) ◽

Author(s):

Gereon Altenhoff ◽

Richard Goddard ◽

Christian W. Lehmann ◽

Frank Glorius

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Aryl Chlorides ◽

Sterically Hindered

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NHC-Pd(II)-azole complexes catalyzed Suzuki–Miyaura cross-coupling of sterically hindered aryl chlorides with arylboronic acids

Tetrahedron Letters ◽

10.1016/j.tetlet.2019.151541 ◽

2020 ◽

Vol 61 (10) ◽

pp. 151541 ◽

Cited By ~ 1

Author(s):

Yingying Zhang ◽

Rong Zhang ◽

Chang Ni ◽

Xue Zhang ◽

Yanji Li ◽

...

Keyword(s):

Cross Coupling ◽

Aryl Chlorides ◽

Arylboronic Acids ◽

Sterically Hindered

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Highly Active Palladium Catalysts Supported by Bulky Proazaphosphatrane Ligands for Stille Cross-Coupling: Coupling of Aryl and Vinyl Chlorides, Room Temperature Coupling of Aryl Bromides, Coupling of Aryl Triflates, and Synthesis of Sterically Hindered Biaryls

ChemInform ◽

10.1002/chin.200519061 ◽

2005 ◽

Vol 36 (19) ◽

Author(s):

Weiping Su ◽

Sameer Urgaonkar ◽

Patrick A. McLaughlin ◽

John G. Verkade

Keyword(s):

Palladium Catalysts ◽

Room Temperature ◽

Cross Coupling ◽

Highly Active ◽

Aryl Bromides ◽

Sterically Hindered

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Triphenylphosphine as a Ligand for Room-Temperature Ni(0)-Catalyzed Cross-Coupling Reactions of Aryl Chlorides with Arylboronic Acids

The Journal of Organic Chemistry ◽

10.1021/jo052369i ◽

2006 ◽

Vol 71 (5) ◽

pp. 2167-2169 ◽

Cited By ~ 50

Author(s):

Zhen-Yu Tang ◽

Qiao-Sheng Hu

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Coupling Reactions ◽

Aryl Chlorides ◽

Arylboronic Acids ◽

Cross Coupling Reactions

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Macromolecular Effect: Synthesis of a Ferrocenylmethylphosphine-Containing Polymer as Highly Efficient Ligands for Room-Temperature Palladium(0)-Catalyzed Suzuki Cross-Coupling Reactions of Aryl Chlorides

Journal of the American Chemical Society ◽

10.1021/ja029021e ◽

2003 ◽

Vol 125 (10) ◽

pp. 2856-2857 ◽

Cited By ~ 77

Author(s):

Qiao-Sheng Hu ◽

Yong Lu ◽

Zhen-Yu Tang ◽

Hong-Bin Yu

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Coupling Reactions ◽

Aryl Chlorides ◽

Highly Efficient ◽

Cross Coupling Reactions

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Room temperature Stille cross-coupling reaction of unreactive aryl chlorides and heteroaryl chlorides

Chemical Communications ◽

10.1039/b917711f ◽

2010 ◽

Vol 46 (3) ◽

pp. 478-480 ◽

Cited By ~ 33

Author(s):

Dong-Hwan Lee ◽

Abu Taher ◽

Wha-Seung Ahn ◽

Myung-Jong Jin

Keyword(s):

Room Temperature ◽

Coupling Reaction ◽

Cross Coupling ◽

Aryl Chlorides ◽

Cross Coupling Reaction

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ChemInform Abstract: Highly Active, Well-Defined (Cyclopentadiene)(N-heterocyclic carbene)palladium Chloride Complexes for Room-Temperature SuzukiâMiyaura and BuchwaldâHartwig Cross-Coupling Reactions of Aryl Chlorides and Deboronation Homocoupling of Arylboronic Acids.

ChemInform ◽

10.1002/chin.200949085 ◽

2009 ◽

Vol 40 (49) ◽

Author(s):

Zhong Jin ◽

Su-Xian Guo ◽

Xiao-Peng Gu ◽

Ling-Ling Qiu ◽

Hai-Bing Song ◽

...

Keyword(s):

Room Temperature ◽

Cross Coupling ◽

Palladium Chloride ◽

Coupling Reactions ◽

Chloride Complexes ◽

Aryl Chlorides ◽

Arylboronic Acids ◽

Cross Coupling Reactions ◽

Highly Active ◽

Palladium Chloride Complexes

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Zwitterionic Palladium Complexes: Room-Temperature Suzuki–Miyaura Cross-Coupling of Sterically Hindered Substrates in an Aqueous Medium

Organometallics ◽

10.1021/om500834y ◽

2014 ◽

Vol 33 (22) ◽

pp. 6481-6492 ◽

Cited By ~ 31

Author(s):

Jhen-Yi Lee ◽

Dabalina Ghosh ◽

Jing-Yi Lee ◽

Shih-Sheng Wu ◽

Ching-Han Hu ◽

...

Keyword(s):

Aqueous Medium ◽

Room Temperature ◽

Cross Coupling ◽

Palladium Complexes ◽

Sterically Hindered

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An N-Heterocyclic Carbene Ligand with Flexible Steric Bulk Allows Suzuki Cross-Coupling of Sterically Hindered Aryl Chlorides at Room Temperature

A General Method for the Suzuki—Miyaura Cross-Coupling of Sterically Hindered Aryl Chlorides: Synthesis of Di- and Tri-ortho-substituted Biaryls in 2-Propanol at Room Temperature.

A General Method for the Suzuki−Miyaura Cross-Coupling of Sterically Hindered Aryl Chlorides: Synthesis of Di- and Tri-ortho-substituted Biaryls in 2-Propanol at Room Temperature

An N-Heterocyclic Carbene Ligand with Flexible Steric Bulk Allows Suzuki Cross-Coupling of Sterically Hindered Aryl Chlorides at Room Temperature.

NHC-Pd(II)-azole complexes catalyzed Suzuki–Miyaura cross-coupling of sterically hindered aryl chlorides with arylboronic acids

Highly Active Palladium Catalysts Supported by Bulky Proazaphosphatrane Ligands for Stille Cross-Coupling: Coupling of Aryl and Vinyl Chlorides, Room Temperature Coupling of Aryl Bromides, Coupling of Aryl Triflates, and Synthesis of Sterically Hindered Biaryls

Triphenylphosphine as a Ligand for Room-Temperature Ni(0)-Catalyzed Cross-Coupling Reactions of Aryl Chlorides with Arylboronic Acids

Macromolecular Effect: Synthesis of a Ferrocenylmethylphosphine-Containing Polymer as Highly Efficient Ligands for Room-Temperature Palladium(0)-Catalyzed Suzuki Cross-Coupling Reactions of Aryl Chlorides

Room temperature Stille cross-coupling reaction of unreactive aryl chlorides and heteroaryl chlorides

ChemInform Abstract: Highly Active, Well-Defined (Cyclopentadiene)(N-heterocyclic carbene)palladium Chloride Complexes for Room-Temperature SuzukiâMiyaura and BuchwaldâHartwig Cross-Coupling Reactions of Aryl Chlorides and Deboronation Homocoupling of Arylboronic Acids.

Zwitterionic Palladium Complexes: Room-Temperature Suzuki–Miyaura Cross-Coupling of Sterically Hindered Substrates in an Aqueous Medium

ChemInform Abstract: Highly Active, Well-Defined (Cyclopentadiene)(N-heterocyclic carbene)palladium Chloride Complexes for Room-Temperature SuzukiâMiyaura and BuchwaldâHartwig Cross-Coupling Reactions of Aryl Chlorides and Deboronation Homocoupling of Arylboronic Acids.