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Iridium complex-catalyzed highly selective cross [2 + 2 + 2] cycloaddition of two different monoynes: 2:1 coupling
Ryo Takeuchi1, Yoshihiko Nakaya
1Department of Chemistry, Graduate School of Integrated Science, Yokohama City University, 22-2 Seto, Kanazawa-ku, Yokohama 236-0027, Japan. takeuchi@chem.aoyama.ac.jp
Abstract:
[reaction: see text] Highly selective cross [2 + 2 + 2] cycloaddition of two different monoynes is achieved by using a catalytic amount of [Ir(cod)Cl](2) and ligand. The ligand had a considerable effect on the reaction. When 1,2-bis(diphenylphosphino)ethane was used, two molecules of dimethyl acetylenedicarboxylate (DMAD) reacted with one molecule of a monoyne to give the 2:1 coupling product. When 1,2-bis(dipentafluorophenylphosphino)ethane was used instead of dppe, one molecule of DMAD reacted with two molecules of a monoyne to give the 1:2 coupling product.