Hashikawa Yoshifumi, Sadai Shumpei, Murata Yasujiro
Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
Org Lett. 2021 Dec 17;23(24):9586-9590. doi: 10.1021/acs.orglett.1c03798. Epub 2021 Dec 2.
The amino-functionalized cage-opened [60]fullerene derivatives were synthesized by reactions with phenylenediamine. In this reaction, the diamine undergoes direct addition to the α,β-unsaturated carbonyl moiety. Further C-C bond scission is promoted by the intramolecular S2 reaction. These amino-functionalized derivatives possess high-lying highest occupied molecular orbital levels as suggested by electrochemical analyses. These compounds showed intense near-infrared absorption bands that tail to 900 nm, reflecting the optical transition with π-π* and charge transfer character.
通过与苯二胺反应合成了氨基官能化的开笼[60]富勒烯衍生物。在该反应中，二胺直接加成到α,β-不饱和羰基部分。分子内S2反应促进了进一步的C-C键断裂。电化学分析表明，这些氨基官能化衍生物具有较高的最高占据分子轨道能级。这些化合物显示出强烈的近红外吸收带，其尾部延伸至900nm，反映了具有π-π*和电荷转移特征的光学跃迁。
