Optical and electronic properties of siloxane-bridged cyclic dimers with naphthylene or pyrenylene moieties

Article abstract of DOI:10.1016/j.tet.2010.08.010

The optical and electronic properties of novel siloxane-bridged cyclic dimers with naphthylene (CD1) or pyrenylene (CD2) moieties are described. CD1 and CD2 were obtained by the cyclic dimerization of 1,4- bis(dimethylhydroxysilyl)naphthalene (M1) and 1,6-bis(dimethylhydroxysilyl) pyrene (M2), respectively. CD1 and CD2 mainly exhibited the emission from their excimers owing to their short distances between aryl moieties in CD1 and CD2, which were determined to be 3.44 ? and 3.41 ? by the X-ray crystallographic analysis, respectively. The absorption spectra of CD2 in the presence of 7,7,8,8-tetracyanoquinodimethane (TCNQ) revealed that CD2 has the ability to form 1:1 charge-transfer complex with TCNQ, indicating the existence of the transannular π-π interaction between closely located pyrene components in CD2.