Selective Dimerization of Arylalkynes to (E)-1, 4-Diaryl Enynes Catalyzed by the [Ru (p-cymene) Cl2] 2/Acetic Acid System under Phosphine-Free Conditions
M Bassetti, C Pasquini, A Raneri…
Index: Bassetti, Mauro; Pasquini, Chiara; Raneri, Antonino; Rosato, Deborah Journal of Organic Chemistry, 2007 , vol. 72, # 12 p. 4558 - 4561
Full Text: HTML
Citation Number: 40
Abstract
The commercially available di-μ-chlorobis [(p-cymene) chlororuthenium (II)] complex catalyzes the dimerization of aromatic alkynes in acetic acid at room temperature to form the corresponding (E)-1, 4-diarylbut-1-ene-3-yne derivatives, with high stereoselectivity. The procedure does not require the use of additives and can be carried out in the presence of water or aprotic cosolvents, under homogeneous conditions.
Related Articles:
Palladium-catalyzed acylation and/or homo-coupling of aryl-and alkyl-acetylenes
[Perrone, Serena; Bona, Fabio; Troisi, Luigino Tetrahedron, 2011 , vol. 67, # 38 p. 7386 - 7391]
[Kakusawa, Naoki; Tobiyasu, Yoshinori; Yasuike, Shuji; Yamaguchi, Kentaro; Seki, Hiroko; Kurita, Jyoji Tetrahedron Letters, 2003 , vol. 44, # 47 p. 8589 - 8592]
[Kakusawa, Naoki; Tobiyasu, Yoshinori; Yasuike, Shuji; Yamaguchi, Kentaro; Seki, Hiroko; Kurita, Jyoji Journal of Organometallic Chemistry, 2006 , vol. 691, # 13 p. 2953 - 2968]
Palladium-catalyzed cross-coupling reactions between 1-alkynylstibines and acyl chlorides
[Kakusawa, Naoki; Yamaguchi, Kouichiro; Kurita, Jyoji; Tsuchiya, Takashi Tetrahedron Letters, 2000 , vol. 41, # 21 p. 4143 - 4146]
Synthesis of naphthalenes and 2-naphthols by the electrophilic cyclization of alkynes
[Zhang, Xiaoxia; Sarkar, Sampa; Larock, Richard C. Journal of Organic Chemistry, 2006 , vol. 71, # 1 p. 236 - 243]