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- W2092816216 abstract "New fulleropyrrolidines endowed with chlorine-containing biological active 1,4-dihydropyridines (1,4-DHPs) have been synthesised from the respective formyl substituted 1,4-DHPs by following Prato's procedure. The presence of the chlorine atom on C2 of the 1,4-DHP ring brings about important spectroscopical and structural differences in compounds 10a–f related to the parent hydrogen-containing 11a. The mass spectroscopy study reveals different fragmentation patterns for fulleropyrrolidines 10a–f and their precursors 1,4-DHPs, as well as with 11a. Semiempirical calculations (AM1 and PM3) predict a most stable stereoisomer in all cases (RS for 10a–f) and the same RR for 11a. The presence of chlorine atom in 10a–f is responsible for the higher calculated conformational energy barriers in comparison with 11a. The geometry of the 1,4-DHP shows that the presence of fullerene unit does not significantly alter the required conformation for biological activity." @default.
- W2092816216 created "2016-06-24" @default.
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- W2092816216 date "2003-11-01" @default.
- W2092816216 modified "2023-10-18" @default.
- W2092816216 title "Synthesis and study of novel fulleropyrrolidines bearing biologically active 1,4-dihydropyridines" @default.
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- W2092816216 doi "https://doi.org/10.1016/j.tet.2003.09.047" @default.
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