Reactions of bicyclic cyclopropanes and bicyclic cyclobutanes with dichlorobis(benzonitrile)palladium(II)

Rettig, Michael F.; Wilcox, Dean E.; Fleischer, R.

doi:10.1016/s0022-328x(00)86635-8

Cited by 13 publications

References 17 publications

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Organometall-Verbindungen mit intramolekularer π-Olefin-Metall-Koordination

Omae

2006

Angewandte Chemie

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In diesem Aufsatz werden Komplexe vom Typ X,M-R zusammenfassend beschrieben, in denen ein a-gebundener organischer Ligand R zusltzlich durch eine Olefin-n-Bindung rnit dem Metall M verkniipft ist. Mit anderen Worten: Die Komplexe enthalten Metallacyclen mit dreieinhalb, viereinhalb, fiinfeinhalb usw. Gliedern. Fiinfeinhalbgliedrige Ringsysteme kennt man hauptsachlich rnit 4-Pentenyl-, 1,4-Pentadienyl-, Allylnorbornyl-, Allylnorbornenyl-, Cyclooctenyl-und endo-Dicyclopentadienyl-Liganden. Metallacyclen dieser GroBe sind spannungsfrei und stabil. Donorliganden wie Amine oder Phosphane konnen die koordinierte Doppelbindung des n-Liganden vom Metall verdrangen. Diese C=C-Doppelbindung wird durch die Koordination von ca. 133 pm auf 136 bis 146 pm verlangert.

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Organometall-Verbindungen mit intramolekularer π-Olefin-Metall-Koordination

Omae

2006

Angewandte Chemie

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Organometallic Intramolecular π‐Olefin‐Metal Coordination Compounds

Omae¹

1982

Angew. Chem. Int. Ed. Engl.

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In this review article complexes of the type X,M-R are dealt with in which a a-bonded organic ligand R is additionally linked by a n-bond with the metal M. In other words, the complexes contain metallacycles with three and a half, four and a half, five and a half members, etc. Well-known five and a half membered ring systems are those with 4-penteny1, 1,4pentadienyl, norbornyl, norbornenyl, cyclooctenyl, and endo-dicyclopentadienyl ligands. Metallacycles of this size are strain-free and stable. Donor ligands such as amines and phosphanes can displace the coordinated double bond of the n-ligand from the metal. This C=C double bond is lengthened from cu. 133 pm to 136-146 pm by the coordination. 4-Pentenyl Compoundsq3-Allylcobalt complexes readily form the five and a half membered n-coordination compounds 8 by insertion of fluoroolefins into the q3-allyl-cobaltThe observation that q3-allyl(tricarbonyI)cobalt complexes already react at room temperature, whereas the phosphane-and phosphite-complexes react only on heating is explained by the electrophilicity of cobalt being lowered on bonding to the phosphorus ligand. Monophosphane-and monophosphite-substituted products 8 can [*I Dr. 1. Omae Central Research Institute, Teijin Limited Asahigaoka, Hino, Tokyo, 191 (Japan) [*I The C-atoms of the ligands in 7-9,93, 100-103 and in Figure I are not numbered systematically.Angen,. Chem. Int. Ed. Engl. 21 (1982) 889-902 0 Verlag Chemie GmbH, 6940 Weinheim. 1982 0570-0833/82/1212-0889 $02.50/0 = 1,2; m + n = 3 Angew. Chem. In(. Ed. Engl. 21 11982) 889-902 Angew. Chem. Int. Ed. Engl. 21 (1982) 889-902 O M e X -q d -X cd X J OMe

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