Dithieno-Fused Polycyclic Aromatic Hydrocarbon with a Pyracylene Moiety: Strong Antiaromatic Contribution to the Electronic Structure
Dithieno-Fused Polycyclic Aromatic Hydrocarbon with a Pyracylene Moiety: Strong Antiaromatic Contribution to the Electronic Structure
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具有吡丙烯基部分的二噻吩稠合多环芳香烃：对电子结构的强反芳香贡献
DOI：
10.1021/acs.orglett.6b03819
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发表时间：
2017
期刊：
影响因子：
5.2
通讯作者：
Yasujiro Murata
中科院分区：
文献类型：
--
作者：
Chaolumen;Michihisa Murata;Atsushi Wakamiya;Yasujiro Murata
报道了一种含吡乙炔段的二噻吩熔融CP-PAHs的合成路线。实验和理论研究的结合揭示了反芳香族特征对这种二噻吩融合的CP-PAH的电子结构有很强的贡献。电流感应密度（ACID）的各向异性计算表明，两个五边形环上的顺磁环电流显著增加，比二苯并熔合物的顺磁环电流明显增加。此外，我们还观察到这种二噻吩融合的CP-PAH的电子亲和力增强，从而减小了HOMO-LUMO间隙。
A synthetic route to dithieno-fused CP-PAHs with a pyracylene segment is reported. A combination of experimental and theoretical studies revealed a strong contribution of antiaromatic character to the electronic structure of this dithieno-fused CP-PAH. Anisotropy of current-induced density (ACID) calculations indicated a significantly increased paramagnetic ring current on the two pentagonal rings, which is more prominent than that of the dibenzo-fused analogue. Furthermore, enhanced electron affinity and a consequently decreased HOMO–LUMO gap were observed for this dithieno-fused CP-PAH.