Methyl, ethyl, isopropyl and tert-butyl 3-oxo-2-(triphenylphosphoranyl-idene)butyrates, a common pattern for a preferred conformation
Keywords: dynamics, crystal, bond, structure, stress, methyl, torsion, bonds, interactions, molecular, organic, conformations, butyrate, electronic, angle, lengths, ethyl, compounds, chemical, atomic, Torsional, Intramolecular, isopropyl, dilocalization, oxotriphenylphosphoranylidene, oxotriphenyl, phosphoranylidene, Tertbutyl
Abstract
The crystal structures of four alkyl 3-oxo-2-(triphenyl-phosphoranylidene)butyrates, where the alkyl group is methyl (C 23H 21O 3P·0.5C 6H 6), (II), ethyl (C 24H 23O 3P), (III), isopropyl (C 25H 25O 3P), (IV), or tert-butyl (C 26H 27O 3P), (V), shows all of them to have the same conformation. They present a tetrahedral P atom and an sp 2 ylidic C atom, with the carbonyl groups adopting anti conformations with respect to the keto groups located close to the P atom. P-C-C-O torsion angles, bond lengths and angles indicate an effective electronic delocalization toward the keto groups. In each case, one H atom of the alkoxy group is close to one of the phenyl rings. These preferred conformations are evaluated as the result of attractive and repulsive intramolecular interactions.
Más información
| Título de la Revista: | ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS |
| Volumen: | 57 |
| Número: | 2 |
| Editorial: | WILEY-BLACKWELL PUBLISHING, INC |
| Fecha de publicación: | 2001 |
| Página de inicio: | 180 |
| Página final: | 184 |
| URL: | http://www.scopus.com/inward/record.url?eid=2-s2.0-0142228931&partnerID=q2rCbXpz |