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A new series of pyrimidine-containing linear molecules: their elegant crystal structures and intriguing photophysical properties.
Title | A new series of pyrimidine-containing linear molecules: their elegant crystal structures and intriguing photophysical properties. |
Publication Type | Journal Article |
Year of Publication | 2004 |
Authors | Wong, K-T, Fang, F-C, Cheng, Y-M, Chou, P-T, Lee, G-H, Wang, Y |
Journal | J Org Chem |
Volume | 69 |
Issue | 23 |
Pagination | 8038-44 |
Date Published | 2004 Nov 12 |
ISSN | 0022-3263 |
Abstract | A new series of aza-substituted analogues 3-5 based on the 1,4-bis(phenylethynyl)benzene moiety have been synthesized by the selective Pd-catalyzed Sonogashira coupling reaction from 5-bromo-2-iodopyrimidine (1). In these linear molecules, the dipolar pyrimidine moiety is introduced as a probe to investigate factors that control the intermolecular interactions over the crystal engineering. The results reveal that the manner of packing changes both dipolar interactions between linear pyrimidine-containing molecules and transition moments simultaneously, resulting in remarkably different photophysical properties. Due to their versatile dipole-dipole and face-to-face pi-piinteractions in a crystal motif, further applications on the design of ordered crystalline materials for the field effect transistors are promising. |
DOI | 10.1021/jo048914h |
Alternate Journal | J. Org. Chem. |
PubMed ID | 15527288 |