Preparation of (Z)-1-(3-nitrophenyl)-4-phenylbut-1-ene and (Z)-1-(3-nitrophenyl)-5-phenylpent-1-ene by Pd(0)-catalyzed cross-coupling reaction

Autor:	Gino Del Ponte, Carlo Botteghi, Fernando Costa Arcanjo
Rok vydání:	2003
Předmět:	chemistry.chemical_classification Stereochemistry Process Chemistry and Technology Nitro compound Homogeneous catalysis Medicinal chemistry Catalysis Coupling reaction chemistry Yield (chemistry) Nitro Stereoselectivity Physical and Theoretical Chemistry Ene reaction
Zdroj:	Journal of Molecular Catalysis A: Chemical. 192:35-40
ISSN:	1381-1169
Popis:	The two nitroolefins, (Z)-1-(3-nitrophenyl)-4-phenylbut-1-ene and (Z)-1-(3-nitrophenyl)-5-phenylpent-1-ene, were stereospecifically prepared by Pd(0)-catalyzed cross-coupling reaction between (Z)-β-bromo-3-nitrostyrene and 2-phenylethyl- or 3-phenylpropyl zinc chloride, respectively. The yield reached 60% in spite of the well-known tendency of aralkyl organometallic halides to undergo β-elimination during the catalytic reaction. Only Pd-complexes displayed a satisfactory catalytic activity, the presence of the nitro group destroying that of related Ni-derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::48499726ba2f88e6798669c487b1458c https://doi.org/10.1016/s1381-1169(02)00004-3 Zobrazit plný text záznamu Full Text from ScienceDirect