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Título: Cyano-stabilized triphenylphosphonium ylids
Autores: Castañeda, F.
Bunton, Clifford A.
Baggio, Ricardo
Garland, María Teresa
Fecha: 2009-07-01
2009-07-01
2007-01
Publicador: BLACKWELL PUBLISHING
Fuente: Ver documento
Tipo: Artículo de Revista
Tema: Phosphorus ylides
CRYSTAL-STRUCTURE
Descripción: Crystalline cyano-stabilized triphenylphosphonium ylids with keto or ester groups give rise to an extended electronic delocalization. In methyl 2-cyano-2-(trimethylphosphonio)-ethenoate, Ph3P=C(CN)CO2CH3 or C22H18NO2P, (I), and 1-cyano-1-(trimethylphosphonio)prop-1-en-2-olate, Ph3P=C(CN)CO-CH3 or C22H18NOP, (II), the carbonyl groups are oriented toward the cationoid P atom. Bond lengths and angles, torsion angles and P center dot center dot center dot O contact distances are consistent with a dominant coplanar conformation where the molecular structures are the result of a balance between intra- and intermolecular interactions. The main interactions presented by cyano-ester (I) and cyano-keto (II) are intramolecular interactions between the carbonyl O and the P atoms. In addition, both compounds show other less important intramolecular interactions between the carbonyl O and phenyl H atoms, which could contribute to form a preferred conformation in the crystal structure.
Idioma: Inglés
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