Differences in the crystal structures of two dialkyl diester triphenylphosphonium ylids.
Hydrogen bonding and crystal packing play major roles in determining the conformations of ethyl methyl 2-(triphenylphosphoranylidene)malonate, Ph(3)P=C(CO(2)CH(3))CO(2)CH(2)CH(3) or C(24)H(23)O(4)P, (I), and dimethyl 2-(triphenylphosphoranylidene)malonate, Ph(3)P=C(CO(2)CH(3))(2) or C(23)H(21)O(4)P, (II). In (I), the acyl O atom of the ethyl ester group is anti to the P atom, while the O atom of the methyl ester group is syn. In (II), the dimethyl diester is a 1:1 mixture of anti-anti and syn-anti conformers.
Castañeda
Fernando
F
Departamento de Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Casilla 233, Santiago, Chile. fcastane@ciq.uchile.cl
Jullian
Carolina
C
Bunton
Clifford A
CA
Garland
María Teresa
MT
Baggio
Ricardo
R
D018360:Crystallography, X-Ray; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*
D008314:Malonates; D009943:Organophosphorus Compounds