Formation of a cyclobutylidene ring: intramolecular [2 + 2] cycloaddition of allyl and vinylidene C=C bonds under mild conditions |
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Authors: | Alvarez Patricia Lastra Elena Gimeno José Bassetti Mauro Falvello Larry R |
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Affiliation: | Departamento de Química Orgánica e Inorgánica, Instituto de Química Organometálica Enrique Moles (Unidad Asociada al C.S.I.C.), Facultad de Química, Universidad de Oviedo, 33006 Oviedo, Spain. |
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Abstract: | Intramolecular [2 + 2] cycloaddition of two C=C bonds in vinylidene complexes [Ru(eta5-C9H7){=C=C(R)H}(PPh3){kappa1-(P)-PPh2(C3H5)][BF4] affords cyclobutylidene complexes [Ru(eta5-C9H7){kappa2-(P,C)-(=CC(R)HCH2CHCH2PPh2)}(PPh3)][BF4], which can be also obtained by reaction of terminal alkynes with [Ru(eta5-C9H7)(PPh3){kappa3-(P,C,C)-PPh2(C3H5)}][PF6]. The reaction proceeds under mild conditions via vinylidene complexes, and the activation parameters were determined by kinetic studies. |
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