Synthesis of carbon nanohoops containing thermally stable cis azobenzene
Synthesis of carbon nanohoops containing thermally stable cis azobenzene
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DOI：
10.1016/j.jphotochem.2019.111878
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发表时间：
2019-09-01
影响因子：
4.3
通讯作者：
Jasti, Ramesh
中科院分区：
文献类型：
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作者：
Evans, Paul J.;Zakharov, Lev N.;Jasti, Ramesh
环对亚苯基 (CPP) 因其尺寸可调的 HOMO/LUMO 能隙以及相关的电子和光学特性而受到称赞，并引起了小分子电子学的极大兴趣。 CPP 的另一个令人着迷但较少探索的前景是利用其空心几何形状。 CPP 具有尺寸可调的刚性孔和向内的 pi 轨道产生的高电子密度，是缺电子客体的理想选择。 [10]CPP 尤其显示出对富勒烯 C60 非常高的结合亲和力。通过外部刺激逆转这种封装的能力是重要的下一步。在此，我们报告了两种在共轭框架中含有热稳定顺式偶氮苯部分的 CPP 的设计和合成，它们在辐照下的行为，以及评估它们作为光开关富勒烯主体的潜力的计算结果。
Cycloparaphenylenes (CPPs) have been praised for their size-tunable HOMO/LUMO gap and associated electronic and optical properties, and have generated significant interest for small-molecule electronics. Another fascinating but less-explored prospect for CPPs involves exploiting their hollow geometry. With a rigid pore of tunable size and high electron density arising from the inward facing pi-orbitals, CPPs are ideal for electron-poor guests. [10]CPP in particular has shown very high binding affinity for fullerene C60. The ability to reverse this encapsulation by external stimuli is an important next step. Herein we report the design and synthesis of two CPPs containing thermally stable cis azobenzene moieties in the conjugated framework, their behavior upon irradiation, and computational results evaluating their potential as photoswitchable fullerene hosts.