Unveiling the regioselectivity of rhodium(I)-catalyzed [2+2+2] cycloaddition reactions for open-cage C70 production

被引：2
|
作者：
Castanyer, Cristina [1 ,2 ]
Pla-Quintana, Anna [1 ,2 ]
Roglans, Anna [1 ,2 ]
Artigas, Albert [1 ,2 ]
Sola, Miquel [1 ,2 ]
机构：
[1] Univ Girona UdG, Inst Quim Computac & Catalisi IQCC, Girona 17071, Catalunya, Spain
[2] Univ Girona UdG, Dept Quim, Girona 17003, Catalunya, Spain
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 20卷
关键词：
cycloadditions; DFT calculations; 70]fullerene; open-cage fullerenes; rhodium; FULLERENE C-60; CHEMICAL-REACTIVITY; C-70; FUNCTIONALIZATION; ENCAPSULATION; MOLECULES; CHEMISTRY; HYDROGEN; HOLE;
D O I：
10.3762/bjoc.20.28
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The regioselective functionalization of fullerenes holds significant promise for applications in the fields of medicinal chemistry, materials science, and photovoltaics. In this study, we investigate the regioselectivity of the rhodium(I)-catalyzed [2 + 2 + 2] cycloaddition reactions between diynes and C70 as a novel procedure for generating C70 bis(fulleroid) derivatives. The aim is to shed light on the regioselectivity of the process through both experimental and computational approaches. In addition, the photooxidation of one of the C-C double bonds in the synthesized bis(fulleroids) affords open-cage C70 derivatives having a 12-membered ring opening.
引用
收藏
页码：272 / 279
页数：8
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