4,8,12,16-tetra-tert-butyl-s-indaceno[1,2,3-cd:5,6,7-c′d′]diphenalene:: A four-stage amphoteric redox system
4,8,12,16-tetra-tert-butyl-s-indaceno[1,2,3-cd:5,6,7-c′d′]diphenalene:: A four-stage amphoteric redox system
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DOI：
10.1021/ja970961m
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发表时间：
1998-03-11
影响因子：
15
通讯作者：
Murata, I
中科院分区：
文献类型：
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作者：
Ohashi, K;Kubo, T;Murata, I
合成了含两个非那烯基单元的四级两性氧化还原烃（5）。5的X射线晶体学揭示了离域的D-2 h结构，这与在-60 ° C下5的1H-1 NMR光谱中仅存在五个信号一致。5的循环伏安图显示出四个可逆的氧化还原波，其中第一氧化（E-I（ox））和还原（E-I（red））电位的数值和（E-I（sum））较小。通过NMR、ESR、UV-vis-near-IR光谱和理论计算，成功地从中性化合物5中生成了4种氧化还原态。这些光谱数据揭示了非那烯基单元在5的高介电性和所产生的氧化还原态的稳定性中起重要作用。
A four-stage amphoteric redox hydrocarbon (5) containing two phenalenyl units was prepared. X-ray crystallography of 5 reveals a delocalized D-2h structure, which is consistent with the presence of only five signals in the H-1 NMR spectrum of 5 at -60 degrees C, The cyclic voltammogram of 5 exhibits four reversible redox waves with a small numerical sum (E-1(sum)) of first oxidation (E-1(ox)) and reduction (E-1(red)) potentials. Four redox states of 5 were successfully generated from the neutral 5 and were characterized by NMR, ESR, and UV-vis-near-IR spectroscopies and theoretical calculations. These spectral data reveal that phenalenyl units play an important role in the high amphotericity of 5 and the stability of the redox states generated.