縮合複素環を有する電子受容体および供与体
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概要
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Novel electron acceptors and donors containing fused-heterocycles such as 1, 2, 5-thiadiazole, 1, 2, 5-selenadiazole, and pyrazine were synthesized and their properties including those of their charge-transfer complexes or ion-radical salts were investigated in detail. Tetracyanoquinodimethane (TCNQ) derivatives fused with those heterocycles show interesting properties which are not found in TCNQ itself due to the heterocycles which can accept negative charge and increase intermolecular interactions by heteroatom contacts. Quinones fused with sulfur heterocycles are stronger electron acceptors than chloranil. Bisthiadiazolopyrazine, a 14 π hypervalent heterocycle, have extremely high electron affinity. Tropylium ions fused with heterocycles gave highly conducting TCNQ<SUP>_??_</SUP> salts. Tetrathio-derivatives of <I>p</I>-quinodimethanes fused with electron withdrawing heterocycles are colored electron donors in which on-site Coulomb repulsion is decreased. Dimethyldihydro [1, 2, 5] thiadiazolo [3, 4-b] pyrazine is also a new type of electron donor whose oxidation potential is very low due to a 12 π electron ring system.
- 社団法人 有機合成化学協会の論文
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- 縮合複素環を有する電子受容体および供与体