Mesomorphic silver(I) complexes of 4-alkyloxy-2′-stilbazoles and 4-alkyloxy-3′-stilbazoles. Crystal and molecular structure of 4-methoxy-2′-stilbazole

Three new series of silver(I) complexes [AgL2][X] have been synthesised and their mesomorphism has been established. The new compounds were obtained by the complexation of 4-alkyloxy-3′-stilbazole and 4-alkyloxy-2′-stilbazole ligands, respectively, to silver(I) dodecyl sulfate (DOS), and to silver(I) triflate (OTf). Thus, they differ from previously reported 4-alkyloxy-4′-stilbazole silver complexes in that the new stilbazole ligands are isomers by virtue of having the 4-alkyloxystyryl group attached to the pyridine ring in the 2- or 3-position. The complexes are mesomorphic, displaying only a smectic A phase providing that a sufficient number of carbon atoms are present in the terminal aliphatic chain. The thermal behaviour observed for the new isomeric series is compared and discussed on the basis of simple structural arguments which account for the differences in mesomorphism and stability.

[1]  D. Bruce,et al.  Bending and shaping: cubics, calamitics and columnars , 2001 .

[2]  A. J. Bortoluzzi,et al.  Synthesis, characterization and mesomorphic properties of Ag(I) and Pd(II) complexes containing the pyridyl and tetrazoyl rings: crystal structure of [C30H46N10Ag ClO4] , 2001 .

[3]  D. Bruce.  The materials chemistry of alkoxystilbazoles and their metal complexes , 2001 .

[4]  D. Bruce.  Calamitics, cubics, and columnars-liquid-crystalline complexes of silver(I). , 2000, Accounts of chemical research.

[5]  L. Lai,et al.  Positional and Charged Effects of Heterocyclic N Atoms on Mesogenic Properties of Stilbazoles and Analogous N-Oxides , 2000 .

[6]  D. Bruce,et al.  Liquid-crystalline, polycatenar complexes of silver(I): dependence of the mesomorphism on the ligand and the anion , 1999 .

[7]  B. Ostrovskii.  Packing and Molecular Conformation, and Their Relationship with LC Phase Behaviour , 1999 .

[8]  John W. Goodby,et al.  Handbook of liquid crystals , 1998 .

[9]  D. Bruce,et al.  Effect of alkyl sulfate anion on the mesomorphism of 3,4-dialkoxystilbazole complexes of silver(I) , 1998 .

[10]  H. Delacroix,et al.  The synthesis, mesomorphism, and characterization by X-ray diffraction and freeze-fracture electron microscopy of polycatenar liquid crystals of silver(I) showing columnar and cubic mesophases , 1997 .

[11]  M. Beller,et al.  Palladacycles: Efficient New Catalysts for the Heck Vinylation of Aryl Halides , 1997 .

[12]  R. Blessing.  Outlier Treatment in Data Merging , 1997 .

[13]  P. Maitlis,et al.  Mesomorphic stilbazole complexes of silver(I) with triflate and nitrate counter‐anions , 1992 .

[14]  H. Adams,et al.  Mesomorphic stilbazole complexes of silver octyl sulfate. Crystal and molecular structure of bis[4-(4-methoxystyryl)pyridinato]silver(I) octyl sulfate hemihydrate , 1992 .

[15]  P. Maitlis,et al.  Polymorphic Ionic Mesogens of Silver(l): Ionic Materials Exhibiting a Thermotropic Cubic Mesophase , 1991 .

[16]  P. Maitlis,et al.  4-Alkyloxy-4'-stilbazoles New heterocyclic mesogens , 1988 .

[17]  R. Heck,et al.  Palladium-catalyzed vinylic substitution with highly activated aryl halides , 1978 .

[18]  R. Card,et al.  [Poly(styryl)bipyridine]palladium(0)-catalyzed isomerization of quadricyclene , 1978 .

[19]  W. Frank,et al.  Palladium-catalyzed vinylic substitution reactions with heterocyclic bromides , 1978 .

[20]  Nicholas A. Cortese,et al.  Palladium-catalyzed synthesis of 2-quinolone derivatives from 2-iodoanilines , 1978 .

[21]  C. Ziegler,et al.  Palladium-catalyzed vinylic substitution reactions of N-vinyl amides , 1978 .