Fullerene bisadduct regioisomers containing an asymmetric diamide tether

TETRAHEDRON

卷:73

Article

Kop, Tatjana J.¹  Dordevic, Jelena²  Bjelakovic, Mira S.¹  Milic, Dragana R.² 

[1] Univ Belgrade, Inst Chem Technol & Met, Ctr Chem, Njegoseva 12, Belgrade 11000, Serbia

[2] Univ Belgrade, Fac Chem, Studentski Trg 12-16, Belgrade 11158, Serbia

关键词: bis(pyrrolidino)fullerene regioisomers;    Prato's cycloaddition;    Hexamethylene-Gly-Gaba diamide tether;    NMR analysis;    Self-ordering;   

DOI  :  10.1016/j.tet.2017.10.069

来源: Elsevier

【 摘 要 】

Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy. (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

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