1,2,3-Trimethoxy-4-[(E)-2-phenylvinyl]benzene and (E,E)-1,4-bis(2,3,4-trimethoxyphenyl)buta-1,3-diene.
The stilbene derivative 1,2,3-trimethoxy-4-[(E)-2-phenylvinyl]benzene, C(17)H(18)O(3), (I), and its homocoupling co-product (E,E)-1,4-bis(2,3,4-trimethoxyphenyl)buta-1,3-diene, C(22)H(26)O(6), (II), both have double bonds in trans conformations in their conjugated linkages. In the structure of stilbene (I), the aromatic rings deviate significantly from coplanarity, in contrast with coproduct (II), the core of which is rigorously planar. The deviation in stilbene (I) seems to be driven by intermolecular electrostatic interactions. Diene (II) sits on a crystallographic inversion centre, which bisects the conjugated linkage.
Sopková-de Oliveira Santos
Jana
J
Centre d'Etudes et de Recherche sur le Médicament de Normandie (CERMN), EA 3915, FR CNRS 3038 INC3M, Université de Caen, Boulevard Becquerel, 14032 Caen, France. jana.sopkova@unicaen.fr
Bazin
Marc Antoine
MA
Lohier
Jean François
JF
El Kihel
Laīla
L
Rault
Sylvain
S
D000466:Alkadienes / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D013267:Stilbenes / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
C542970:(E,E)-1,4-bis(2,3,4-trimethoxyphenyl)buta-1,3-diene; C542969:1,2,3-trimethoxy-4-((E)-2-phenylvinyl)benzene; D000466:Alkadienes; D002070:Butadienes; D013267:Stilbenes; D014753:Vinyl Compounds