An efficient route to the synthesis of symmetric and asymmetric diastereomerically pure fullerene triads |
| |
Authors: | Maria A Lebedeva Thomas W Chamberlain Martin Schröder Andrei N Khlobystov |
| |
Institution: | School of Chemistry, University of Nottingham, Nottingham NG7 2RD, United Kingdom |
| |
Abstract: | A new synthetic route based on the stepwise functionalisation of fullerene cages allows the facile formation of linear, diastereomerically pure triads incorporating two different fullerene cages linked by an organic spacer group. The critical coupling step of two fullerene cages via activation by N,N′-dicyclohexylcarbodiimide was systematically investigated to reveal that the yield of the coupling is maximised in o-dichlorobenzene at high concentrations of the reactant fullerene nucleophile, while in more polar solvents or at lower concentrations of reactants the formation of unwanted side-products (such as guanidine-, N-acylurea- and anhydride-functionalised fullerenes) is favoured. The resultant triads possess an atypically good solubility for this class of compound, which enabled full detailed characterisation by 1H and 13C NMR, IR and UV–vis spectroscopies and by MALDI-TOF mass spectrometry. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|