π-Conjugation between a Si═Si Double Bond and Thiophene Rings: Synthesis, Structural Characteristics, and Photophysical Properties of 1,2-Bis(thiophen-2-yl)disilene and 1,2-Bis(2,2′-bithiophen-5-yl)disilene
| Autor: | Manabu Hoshino, Tsukasa Matsuo, Naoki Hayakawa, Daisuke Hashizume, Nobuhiro Kazusa, Nozomu Shintani, Shogo Nishimura, Hisashi Fujihara, Tsukasa Nakahodo |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Double bond 010405 organic chemistry Organic Chemistry Solid-state 010402 general chemistry Photochemistry 01 natural sciences 0104 chemical sciences Inorganic Chemistry chemistry.chemical_compound Crystallography chemistry Π conjugation Thiophene Physical and Theoretical Chemistry Disilene Electronic properties |
| Zdroj: | Organometallics. 36:3226-3233 |
| ISSN: | 1520-6041 0276-7333 |
| DOI: | 10.1021/acs.organomet.7b00370 |
| Popis: | The two new disilene compounds, 1,2-bis(thiophen-2-yl)disilene (1) and 1,2-bis(2,2′-bithiophen-5-yl)disilene (2), supported by the fused-ring bulky Eind groups (Eind = 1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl) have been obtained as orange and purple crystals, respectively, by the reduction of the corresponding dibromosilanes. Their X-ray structures and spectroscopic properties demonstrate the effective π-conjugation between a Si═Si double bond and thiophene units. Notably, the π-extended 2 exhibits a distinct emission both in solution and in the solid state at room temperature based on the essentially coplanar 1,2-bis(bithienyl)disilene skeleton. The structural features and electronic properties of 1 and 2 have been thoroughly characterized both experimentally and computationally. |
| Databáze: | OpenAIRE |
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