Electron Acceptors Based on Cyclopentannulated Tetracenes

Electron Acceptors Based on Cyclopentannulated Tetracenes
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DOI:
10.1055/s-0037-1609949
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发表时间:
2018-12-01
期刊:
影响因子:
2
通讯作者:
Plunkett, Kyle N.
Plunkett, Kyle N.
中科院分区:
化学4区
文献类型:
--
作者:
Kulkarni, Gajanan C.;Morales-Cruz, Jean L.;Plunkett, Kyle N.

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以并四苯为原料,通过钯催化的环戊环化反应合成了新型的环戊稠合多环芳烃(CP-PAH)。新化合物具有低能量的最低未占分子轨道(LUMO)和相对较小的带隙。的光氧化稳定性的中间先前制备的CP-PAH的蒽和并五苯的基础上发现在传统的并苯稳定性。侧芳基的Scholl环化脱氢导致快速形成内过氧化物产物的材料。
New cyclopenta-fused polycyclic aromatic hydrocarbons (CP-PAHs) based on tetracene have been prepared by a palladium-catalyzed cyclopentannulation reaction. The new compounds have low-energy lowest unoccupied molecular orbitals (LUMOs) and relatively small band gaps. The photooxidative stability was intermediate to previously prepared CP-PAHs based on anthracene and pentacene as found in traditional acene stabilities. Scholl cyclodehydrogenation of pendant aryl groups led to materials that quickly formed endoperoxide products.