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- Title
Dipolar Quinoidal Acene Analogues as Stable Isoelectronic Structures of Pentacene and Nonacene.
- Authors
Shi, Xueliang; Kueh, Weixiang; Zheng, Bin; Huang, Kuo ‐ Wei; Chi, Chunyan
- Abstract
Quinoidal thia-acene analogues, as the respective isoelectronic structures of pentacene and nonacene, were synthesized and an unusual 1,2-sulfur migration was observed during the Friedel–Crafts alkylation reaction. The analogues display a closed-shell quinoidal structure in the ground state with a distinctive dipolar character. In contrast to their acene isoelectronic structures, both compounds are stable because of the existence of more aromatic sextet rings, a dipolar character, and kinetic blocking. They exhibit unique packing in single crystals resulting from balanced dipole–dipole and [C-H···π]/ [C-H···S] interactions
- Subjects
ISOELECTRONIC sequences; PENTACENE; SULFUR compounds analysis; ALKYLATION; CRYSTALS
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 48, p14620
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201507573