Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality
Тип публикации: Journal Article
Дата публикации: 2004-07-30
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
15307760
Organic Chemistry
Краткое описание
The kinetic parameters for topomerization around the N-CO bond and enantiomerization around the C-CO bond in N-1-naphthoyl fulleropyrrolidine 1 and N-1-naphthoyl pyrrolidine 2 have been determined by dynamic NMR (line shape simulation and selective inversion transfer). The DeltaS(not =) values are negligible. The DeltaH# value for topomerization of 1 is smaller with respect to that of 2 by 4.3 kcal mol(-1) (explained by the electron-withdrawing effect of fullerene) and the value for enantiomerization is greater by 1.4 kcal mol(-1) (explained by the greater rigidity of the fulleropyrrolidine ring, as confirmed by ab initio analyses).
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Borsato G. et al. Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality // Journal of Organic Chemistry. 2004. Vol. 69. No. 17. pp. 5785-5788.
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Borsato G., Negra F. D., Gasparrini F., MISITI D., Lucchini V., Possamai G., Villani C., Zambon A. Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality // Journal of Organic Chemistry. 2004. Vol. 69. No. 17. pp. 5785-5788.
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TY - JOUR
DO - 10.1021/jo049485q
UR - https://doi.org/10.1021/jo049485q
TI - Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality
T2 - Journal of Organic Chemistry
AU - Borsato, Giuseppe
AU - Negra, Federico Della
AU - Gasparrini, F.
AU - MISITI, Domenico
AU - Lucchini, Vittorio
AU - Possamai, Giorgia
AU - Villani, Claudio
AU - Zambon, Alfonso
PY - 2004
DA - 2004/07/30
PB - American Chemical Society (ACS)
SP - 5785-5788
IS - 17
VL - 69
PMID - 15307760
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2004_Borsato,
author = {Giuseppe Borsato and Federico Della Negra and F. Gasparrini and Domenico MISITI and Vittorio Lucchini and Giorgia Possamai and Claudio Villani and Alfonso Zambon},
title = {Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality},
journal = {Journal of Organic Chemistry},
year = {2004},
volume = {69},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jo049485q},
number = {17},
pages = {5785--5788},
doi = {10.1021/jo049485q}
}
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Borsato, Giuseppe, et al. “Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality.” Journal of Organic Chemistry, vol. 69, no. 17, Jul. 2004, pp. 5785-5788. https://doi.org/10.1021/jo049485q.