Biscarbene−Ruthenium Complexes in Catalysis: Novel Stereoselective Synthesis of (1E,3E)-1,4-Disubstituted-1,3-dienes via Head-to-Head Coupling of Terminal Alkynes and Addition of Carboxylic Acids

Jacques Le Paih; Florian Monnier; Sylvie Dérien; Pierre H. Dixneuf; Eric Clot; Odile Eisenstein

doi:10.1021/ja0349554

Biscarbene−Ruthenium Complexes in Catalysis: Novel Stereoselective Synthesis of (1E,3E)-1,4-Disubstituted-1,3-dienes via Head-to-Head Coupling of Terminal Alkynes and Addition of Carboxylic Acids

Journal of the American Chemical Society ◽

10.1021/ja0349554 ◽

2003 ◽

Vol 125 (39) ◽

pp. 11964-11975 ◽

Cited By ~ 73

Author(s):

Jacques Le Paih ◽

Florian Monnier ◽

Sylvie Dérien ◽

Pierre H. Dixneuf ◽

Eric Clot ◽

...

Keyword(s):

Carboxylic Acids ◽

Stereoselective Synthesis ◽

Ruthenium Complexes ◽

Terminal Alkynes

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Biscarbene—Ruthenium Complexes in Catalysis: Novel Stereoselective Synthesis of (1E,3E)-1,4-Disubstituted-1,3-dienes via Head-to-Head Coupling of Terminal Alkynes and Addition of Carboxylic Acids.

ChemInform ◽

10.1002/chin.200405076 ◽

2004 ◽

Vol 35 (5) ◽

Author(s):

Jacques Le Paih ◽

Florian Monnier ◽

Sylvie Derien ◽

Pierre H. Dixneuf ◽

Eric Clot ◽

...

Keyword(s):

Carboxylic Acids ◽

Stereoselective Synthesis ◽

Ruthenium Complexes ◽

Terminal Alkynes

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( Z )‐Selective Hydrosilylation and Hydroboration of Terminal Alkynes Enabled by Ruthenium Complexes with an N‐Heterocyclic Carbene Ligand

The Chemical Record ◽

10.1002/tcr.202100083 ◽

2021 ◽

Author(s):

Yuichiro Mutoh ◽

Kensuke Yamamoto ◽

Yusei Mohara ◽

Shinichi Saito

Keyword(s):

Ruthenium Complexes ◽

Terminal Alkynes

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Catalytic application of a Ru-alkylidene in the nucleophilic addition of several carboxylic acids on terminal alkynes and the homo-coupling of 1-alkynes

Journal of Organometallic Chemistry ◽

10.1016/s0022-328x(03)00074-3 ◽

2003 ◽

Vol 671 (1-2) ◽

pp. 131-136 ◽

Cited By ~ 30

Author(s):

Karen Melis ◽

Dirk De Vos ◽

Pierre Jacobs ◽

Francis Verpoort

Keyword(s):

Carboxylic Acids ◽

Nucleophilic Addition ◽

Terminal Alkynes ◽

Catalytic Application

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ChemInform Abstract: Redox-Neutral Atom-Economic Rhodium-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters.

ChemInform ◽

10.1002/chin.201127036 ◽

2011 ◽

Vol 42 (27) ◽

pp. no-no

Author(s):

Alexandre Lumbroso ◽

Philipp Koschker ◽

Nicolas R. Vautravers ◽

Bernhard Breit

Keyword(s):

Carboxylic Acids ◽

Neutral Atom ◽

Terminal Alkynes ◽

Allylic Esters

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Tandem Silylformylation/Wittig Olefination of Terminal Alkynes: Stereoselective Synthesis of 2,4-Dienoic Esters

European Journal of Organic Chemistry ◽

10.1002/1099-0690(200004)2000:7<1131::aid-ejoc1131>3.0.co;2-1 ◽

2000 ◽

Vol 2000 (7) ◽

pp. 1131-1135 ◽

Cited By ~ 18

Author(s):

Peter Eilbracht ◽

Christoph Hollmann ◽

Axel M. Schmidt ◽

Lars Bärfacker

Keyword(s):

Stereoselective Synthesis ◽

Terminal Alkynes ◽

Wittig Olefination

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Ligand-Controlled Regio- and Stereoselective Addition of Carboxylic Acids Onto Terminal Alkynes Catalyzed by Carbonylruthenium(0) Complexes

European Journal of Inorganic Chemistry ◽

10.1002/ejic.201000579 ◽

2010 ◽

Vol 2010 (29) ◽

pp. 4631-4635 ◽

Cited By ~ 13

Author(s):

Sze Tat Tan ◽

Wai Yip Fan

Keyword(s):

Carboxylic Acids ◽

Terminal Alkynes ◽

Stereoselective Addition

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Hydrosilylation of Terminal Alkynes with Alkylidene Ruthenium Complexes and Silanes.

ChemInform ◽

10.1002/chin.200619162 ◽

2006 ◽

Vol 37 (19) ◽

Author(s):

Candice Menozzi ◽

Peter I. Dalko ◽

Janine Cossy

Keyword(s):

Ruthenium Complexes ◽

Terminal Alkynes

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ChemInform Abstract: Palladium(0)-Catalyzed Thioboration of Terminal Alkynes with 9-( Alkylthio)-9-borabicyclo(3.3.1)nonane Derivatives: Stereoselective Synthesis of Vinyl Sulfides via the Thioboration-Cross-Coupling Sequence.

ChemInform ◽

10.1002/chin.199350124 ◽

2010 ◽

Vol 24 (50) ◽

pp. no-no

Author(s):

T. ISHIYAMA ◽

K. NISHIJIMA ◽

N. MIYAURA ◽

A. SUZUKI

Keyword(s):

Stereoselective Synthesis ◽

Cross Coupling ◽

Terminal Alkynes ◽

Vinyl Sulfides ◽

Coupling Sequence

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Alkoxide-catalyzed addition of alkyl carbonates across alkynes – stereoselective synthesis of (E)-β-alkoxyacrylates

Green Chemistry ◽

10.1039/c6gc03168d ◽

2017 ◽

Vol 19 (3) ◽

pp. 643-646

Author(s):

Timo Wendling ◽

Eugen Risto ◽

Benjamin Erb ◽

Lukas J. Gooßen

Keyword(s):

Stereoselective Synthesis ◽

Terminal Alkynes ◽

Potassium Methoxide ◽

Stereoselective Addition

Terminal alkynes were converted to (E)-β-alkoxyacrylates via regio- and stereoselective addition of dialky carbonates catalyzed by potassium methoxide.

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A Schiff base-modified silver catalyst for efficient fixation of CO2 as carboxylic acid at ambient pressure

Green Chemistry ◽

10.1039/c7gc00923b ◽

2017 ◽

Vol 19 (9) ◽

pp. 2080-2085 ◽

Cited By ~ 30

Author(s):

Zhilian Wu ◽

Lei Sun ◽

Qinggang Liu ◽

Xiaofeng Yang ◽

Xue Ye ◽

...

Keyword(s):

Schiff Base ◽

Carboxylic Acid ◽

Carboxylic Acids ◽

Ambient Pressure ◽

Terminal Alkynes ◽

Silver Catalyst ◽

Efficient Synthesis

A Schiff base-modified silver catalyst was developed for the direct carboxylation of terminal alkynes with CO2, enabling the efficient synthesis of valuable alkynyl carboxylic acids.

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