Crystal structure of diethyl 2-(dibenzoylmethyl)-3-(triphenylphosphoranylidene) succinate, C41H37O6P

Abstract

C41H37O6P, triclinic, P1̅ (no. 2), a = 11.128(5) Å, b = 12.548(5) Å, c = 13.420(5) Å, α = 87.523(5)°, β = 84.819(5)°, γ = 64.188(5)°, V = 1680.0 Å3, Z = 2, Rgt(F) = 0.058, wRref(F2) = 0.148, T = 173 K.

Synthesis and X-Ray Single Crystal Structure of Dialkyl 2-[1-(2,2-Dimethylpropionyl)-3,3-dimethyl-2-oxobutyl]-3- (triphenylphosphoranylidene)succinates

“…In the investigated crystal, the chiral atom C(22) (Fig. 1 The molecular geometry observed in 5a corresponds well with the knowledge on stabilized phosphonium ylides [1,9]. The values of P-C(19) Table 2 and compare with the unaffected C(22)-C(23) distance and the whole (C(23)=O(3))-O4-C24 ester group).…”

“…Consequently, the two rotamers (5E E E and 5Z Z Z in Scheme 1, with different O(1) to P orientation) may be expected and were shown indeed by NMR to exist in equilibrium in CDCl 3 solution. However, the X-ray data demonstrated that, in the solid state, this orientation may be opposite even in compounds of highly related structures [9,10]. The ylide molecules in 5a and in the crystal of analogous compound described recently (ethyl ester of a phenyl derivative [9]) adopt different orientation of the carbonyl O(1) atom with respect to the P atom.…”

“…However, the X-ray data demonstrated that, in the solid state, this orientation may be opposite even in compounds of highly related structures [9,10]. The ylide molecules in 5a and in the crystal of analogous compound described recently (ethyl ester of a phenyl derivative [9]) adopt different orientation of the carbonyl O(1) atom with respect to the P atom. In 5a, the O(1) is in syn, and in the related compound -in anti orientation.…”

“…In 5a, the O(1) is in syn, and in the related compound -in anti orientation. This is reflected in the values of the torsion angle P-C(19)-C(20)-O(1), which is −16.0(2) • in 5a and 165.0(2) • in related compounds [9,10]. However, all that shows that the ester groups are slightly twisted out of the plane of the ylidic atom C(19), reducing delocalization to some extent.…”

Regio- And Stereoselective Addition Of Imides To Ethyl 3-Phenyl-2- Propynoate In The Presence Of Triphenylphosphine. Single Crystal X-Ray Structure Of Ethyl (Z)-2-(1,3-Dioxo-1,3,3A,4,7,7A-Hexahydro-2H-Isoindol- 2-Yl)-3-Phenyl-2-Propenoate

“…Yield: 0.286 g (97 %). -IR (neat): ν = 2984, 1723, 1653,prepared using the branch tube method [12] with light petroleum ether at 60 • C during 24 h. The colorless crystals were filtered off, washed with cold light petroleum ether (3 mL) and dried at r. t.…”