Unusual temperature dependencies in the 1H NMR spectra of aminated fullerenes, previously attributed to 'globe-trotting' hydrogen, are in fact due to temperature and dilution dependent hydrogen bonding interactions with water.Soon after c 6 0 became available in macroscopic quantities,l addition of R(R')N and H elements across a double bond of several groups worked to functionalize this novel form of C ~O , as one might expect upon the collapse of a [C,]*carbon. Among the more interesting finds, Wudl et al.[R(R')NH]*+ radical ion pair followed by (or subsequent to) discovered2 that C60 reacts readily and repeatedly with proton transfer.3 Wudl etal. also reported2 formation of a primary and secondary amines yielding aminated fullerene morpholine adduct of c60, 1, to which they assigned the derivatives. Suggesting an electron transfer mechanism, it was structure C60H6[N(CH2CH*)20]6,2b,c and claimed2b that the reported2 that each amination reaction is characterized by the methine hydrogens readily 'globe-trot' about the aminated
The 13C and 1H chemical shift values of 31 cubanes ranging from mono‐ to hexa‐substituted derivatives were recorded in CDCl3 solution and the spectra were fully assigned using, where necessary, 2D 13C–H shift correlated spectra optimized for either one‐bond or long‐range 13C–H couplings. The one‐bond 13C–H coupling constants for the cubyl carbon resonances were also measured and tabulated.
Endocyclic one-bond 13C-13C spin-spin coupling constants in a series of cubane derivatives were recorded. The values measured using the INADEQUATE pulse sequence were found t o b e insensitive t o the nature of the substituent, fall in a narrow range (27-30 Hz) and are comparable to values reported for similar cyclobutane derivatives. KEY WORDS Cubanes 13C-13C spin coupling INADEQUATE
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