Palladacycles as Precatalysts for Heck and Sonogashira Cross-Coupling Reactions

作者: Pui Ying Choy , Xinwei He , Fuk Yee Kwong

DOI: 10.1016/B978-0-12-815505-9.00003-2

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摘要: Abstract Alkenes and terminal alkynes are commonly available building blocks for a variety organic syntheses. The state-of-art transition metal-catalyzed Mizoroki-Heck Sonogashira cross-couplings represent versatile reliable protocols further modification these molecules. In the past few decades, reactions were found generally to proceed-well in presence of homogenous palladium catalyst. Recent advancements showed that palladacycles become one most promising catalyst systems transformations. It should be attractive note palladacyclic complexes usually thermally stable easily synthesized. This book chapter summarizes recent developments on cross-couplings. Some unique catalytic performances relevant transformations also described.

参考文章(401)
Richard F. Heck, Acylation, methylation, and carboxyalkylation of olefins by Group VIII metal derivatives Journal of the American Chemical Society. ,vol. 90, pp. 5518- 5526 ,(1968) , 10.1021/JA01022A034
Tsutomu Mizoroki, Kunio Mori, Atsumu Ozaki, Arylation of Olefin with Aryl Iodide Catalyzed by Palladium Bulletin of the Chemical Society of Japan. ,vol. 44, pp. 581- 581 ,(1971) , 10.1246/BCSJ.44.581
R. F. Heck, J. P. Nolley, Palladium-catalyzed vinylic hydrogen substitution reactions with aryl, benzyl, and styryl halides Journal of Organic Chemistry. ,vol. 37, pp. 2320- 2322 ,(1972) , 10.1021/JO00979A024
CARMEN DRAHL, IN NAMES, HISTORY AND LEGACY Chemical & Engineering News. ,vol. 88, pp. 31- 33 ,(2010) , 10.1021/CEN-V088N020.P031
Johannes G de Vries, The Heck reaction in the production of fine chemicals Canadian Journal of Chemistry. ,vol. 79, pp. 1086- 1092 ,(2001) , 10.1139/V01-033
Irina P. Beletskaya, Andrei V. Cheprakov, The Heck Reaction as a Sharpening Stone of Palladium Catalysis Chemical Reviews. ,vol. 100, pp. 3009- 3066 ,(2000) , 10.1021/CR9903048
Sangeeta Jagtap, Heck Reaction—State of the Art Catalysts. ,vol. 7, pp. 267- ,(2017) , 10.3390/CATAL7090267
Karine Heuzé, Denise Méry, Dominik Gauss, Didier Astruc, Copper-free, recoverable dendritic Pd catalysts for the Sonogashira reaction. Chemical Communications. pp. 2274- 2275 ,(2003) , 10.1039/B307116M
Karine Heuzé, Denise Méry, Dominique Gauss, Jean-Claude Blais, Didier Astruc, Copper-free monomeric and dendritic palladium catalysts for the Sonogashira reaction: substituent effects, synthetic applications, and the recovery and re-use of the catalysts. Chemistry: A European Journal. ,vol. 10, pp. 3936- 3944 ,(2004) , 10.1002/CHEM.200400150
Daniel Rosario-Amorin, Manuel Gaboyard, Rodolphe Clérac, Sylvain Nlate, Karine Heuzé, Enhanced catalyst recovery in an aqueous copper-free Sonogashira cross-coupling reaction Dalton Transactions. ,vol. 40, pp. 44- 46 ,(2011) , 10.1039/C0DT01204A