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Autor: Grafiati
Publicado: 4 de junio de 2021
Última modificación: 6 de febrero de 2022

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1

Fazylov, S. D., O. A. Nurkenov, A. E. Arinova, T. M. Seilkhanov, A. M. Gazaliev, M. K. Ibraev y A. S. Fazylov. "SYNTHESIS OF PROPERTIES N-METHYL-2-(PYRID-4-YL)-3,4-FULLEROPYRROLIDINE". SERIES CHEMISTRY AND TECHNOLOGY 2, n.º 440 (15 de abril de 2020): 62–68. http://dx.doi.org/10.32014/2020.2518-1491.24.

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The article is devoted to the reactions of [2+3] cycloaddition of pyridine-4-aldehyde to fullerene C60, as well as to the preparation of its water-soluble from of the resulting reaction product N-methyl-2-(pyrid-4-yl)-3,4-fulleropyrrolidine. A literature review of organic compounds containing the pyrrolidine cycle was carried out. It is noted that such compounds have a wide spectrum of biological activity and are part of many drugs of both natural and synthetic origin. In this regard, an interesting “pharmacophore” group is the pyridine cycle, which is part of about 5% of all known drugs. The reaction of pyridin-4-aldehyde with fullerene C60 was carried out in the presence of sarcosine under the conditions of the Prato reaction. The reaction mechanism of 1,2-dipolar cycloaddition, leading to fulleropyrrolidine, is described. The water-soluble complex fulleropyrrolidinas with poly-N-vinylpyrrolidone was obtained. The structures of the synthesized compounds were studied by IR, UV, 1H and 13C NMR spectroscopy, as well as by the date of two-dimensional spectra of COSY (1H-1H) and HMQC (1H-13H). The values of chemical shifts, multiplicity and integrated intensity of 1H and 13C NMR signals in one-dimensional NMR spectra were determined. Using spectra in the formats COSY (1H-1H) and HMQC (1H-13C) homo- and heteronuclear interaction were established, confirming the structure of the studied compounds. Key words: fullerene C60, sarcosine, pyridine-4-aldehyde, fulleropyrrolidines, Prato reaction, NMR spectra.
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2

Jovanovic, Dragana, Jovana Stanojkovic, Dzeneta Halilovic, Rejhana Kolasinac, Tatjana Kop, Mira Bjelakovic y Dragana Milic. "Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties". Journal of the Serbian Chemical Society, n.º 00 (2021): 69. http://dx.doi.org/10.2298/jsc210708069j.

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A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by the cyclic voltammetry. The three main groups of target compounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at pyrrolidine carbon. Some dialkyl analogues were designed for comparison, as well. A standard [3+2]-cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared in aim to investigate a long-range effect of the second fulleropyrrolidine moiety on electrochemical properties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All compounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine.
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3

Gaspar, Hugo, Flávio Figueira, Karol Strutyński, Manuel Melle-Franco, Dzmitry Ivanou, João P. C. Tomé, Carlos M. Pereira et al. "Thiophene- and Carbazole-Substituted N-Methyl-Fulleropyrrolidine Acceptors in PffBT4T-2OD Based Solar Cells". Materials 13, n.º 6 (11 de marzo de 2020): 1267. http://dx.doi.org/10.3390/ma13061267.

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The impact of fullerene side chain functionalization with thiophene and carbazole groups on the device properties of bulk-heterojunction polymer:fullerene solar cells is discussed through a systematic investigation of material blends consisting of the conjugated polymer poly[(5,6-difluoro-2,1,3-benzothiadiazol-4,7-diyl)-alt-(3,3‴-di(2-octyldodecyl)-2,2′;5′,2″;5″,2‴-quaterthiophen-5,5‴-diyl)] (PffBT4T-2OD) as donor and C60 or C70 fulleropyrrolidines as acceptors. The photovoltaic performance clearly depended on the molecular structure of the fulleropyrrolidine substituents although no direct correlation with the surface morphology of the photoactive layer, as determined by atomic force microscopy, could be established. Although some fulleropyrrolidines possess favorable lowest unoccupied molecular orbital levels, when compared to the standard PC71BM, they originated OPV cells with inferior efficiencies than PC71BM-based reference cells. Fulleropyrrolidines based on C60 produced, in general, better devices than those based on C70, and we attribute this observation to the detrimental effect of the structural and energetic disorder that is present in the regioisomer mixtures of C70-based fullerenes, but absent in the C60-based fullerenes. These results provide new additional knowledge on the effect of the fullerene functionalization on the efficiency of organic solar cells.
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4

Jiménez Gómez, M. A., Mauricio Garza Castañón, O. V. Kharissova, B. I. Kharisov y U. Ortiz Méndez. "Preparation by Prato Reaction and UV-Characterization of Several Fulleropyrrolidines". Journal of Nano Research 9 (febrero de 2010): 69–75. http://dx.doi.org/10.4028/www.scientific.net/jnanor.9.69.

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1-methyl-2-phenylfulleropyrrolidine (1), 1-methyl-2-(4-(1-piperidyl)-phenyl)-fulleropyrrolidine (2), 1-methyl-2-(4-fluorophenyl)-fulleropyrrolidine (3) and 1-methyl-2-(3-hydroxy-2-naphtyl)-3,4-fulleropyrrolidine (4) were synthesized by Prato reaction and characterized in the reaction mixture by UV-Vis spectroscopy and matrix assisted laser desorption ionization (MALDI). A comparison of theoretical and experimental UV spectra was carried out.
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5

Gournis, Dimitrios, Luboš Jankovič, Enrico Maccallini, Darja Benne, Petra Rudolf, Jean-François Colomer, Chloé Sooambar et al. "Clay−Fulleropyrrolidine Nanocomposites". Journal of the American Chemical Society 128, n.º 18 (mayo de 2006): 6154–63. http://dx.doi.org/10.1021/ja0579661.

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6

Herranz, M. Ángeles, Beatriz Illescas, Nazario Martín, Chuping Luo y Dirk M. Guldi. "Donor/Acceptor Fulleropyrrolidine Triads". Journal of Organic Chemistry 65, n.º 18 (septiembre de 2000): 5728–38. http://dx.doi.org/10.1021/jo0005767.

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7

TOLLAN, CHRISTOPHER M., JOSE A. POMPOSO y DAVID MECERREYES. "SYNTHESIS OF FULLEROPYRROLIDINE PYRIDINIUM SALTS BY FACILE ANION EXCHANGE AND THEIR SOLUBILITY". Nano 04, n.º 05 (octubre de 2009): 299–302. http://dx.doi.org/10.1142/s1793292009001745.

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Several ionic fullerene salts have been prepared based on a fulleropyrrolidine pyridinium cation and four different anions. The initial ionic fullerene can be easily prepared by quaternization of a pyridine-appended fulleropyrrolidine derivative in high yield. Anion exchange is a simple procedure giving several different salts of varying polarity. In addition to their characterization, the quantitative solubility of these salts has been studied in seven different solvents, including an imidazolium ionic liquid.
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8

Salice, Patrizio, Elisabetta Ronchi, Antonio Iacchetti, Maddalena Binda, Dario Natali, Widianta Gomulya, Marianna Manca et al. "A fulleropyrrolidine–squaraine blue dyad: synthesis and application as an organic light detector". J. Mater. Chem. C 2, n.º 8 (2014): 1396–99. http://dx.doi.org/10.1039/c3tc32205j.

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9

Chang, Junwei, Ying-Chiao Wang, Changjian Song, Liping Zhu, Qiang Guo y Junfeng Fang. "Carboxylic ester-terminated fulleropyrrolidine as an efficient electron transport material for inverted perovskite solar cells". Journal of Materials Chemistry C 6, n.º 26 (2018): 6982–87. http://dx.doi.org/10.1039/c8tc01955j.

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10

Bichan, N. G., E. N. Ovchenkova, N. O. Kudryakova, A. A. Ksenofontov, M. S. Gruzdev y T. N. Lomova. "Self-assembled cobalt(ii)porphyrin–fulleropyrrolidine triads via axial coordination with photoinduced electron transfer". New Journal of Chemistry 42, n.º 15 (2018): 12449–56. http://dx.doi.org/10.1039/c8nj00887f.

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11

Bettini, Simona, Shadi Sawalha, Luigi Carbone, Gabriele Giancane, Maurizio Prato y Ludovico Valli. "Carbon nanodot-based heterostructures for improving the charge separation and the photocurrent generation". Nanoscale 11, n.º 15 (2019): 7414–23. http://dx.doi.org/10.1039/c9nr00951e.

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12

Mitrović, Aleksandra, Jelena Stevanović, Milos Milčić, Andrijana Žekić, Dalibor Stanković, Shigui Chen, Jovica D. Badjić, Dragana Milić y Veselin Maslak. "Fulleropyrrolidine molecular dumbbells act as multi-electron-acceptor triads. Spectroscopic, electrochemical, computational and morphological characterizations". RSC Advances 5, n.º 107 (2015): 88241–48. http://dx.doi.org/10.1039/c5ra16309a.

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Three novel fulleropyrrolidine dumbbells consisting three electron acceptor moieties joined by alkyl linker displaying tunable electrical and morphological properties were synthesized and characterized.
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13

Long, Dang Xuan, Makoto Karakawa y Yong-Young Noh. "An improvement of performance in n-channel organic field effect transistors with N-phenyl[60]fulleropyrrolidines by molecular doping". Physical Chemistry Chemical Physics 18, n.º 34 (2016): 23904–9. http://dx.doi.org/10.1039/c6cp02940j.

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14

Cabrera-Espinoza, Andrea, Braulio Insuasty y Alejandro Ortiz. "Synthesis, the electronic properties and efficient photoinduced electron transfer of new pyrrolidine[60]fullerene- and isoxazoline[60]fullerene-BODIPY dyads: nitrile oxide cycloaddition under mild conditions using PIFA". New Journal of Chemistry 41, n.º 17 (2017): 9061–69. http://dx.doi.org/10.1039/c7nj02057k.

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15

Ibrahim, Medhat, Noha A. Saleh, Hanan Elhaes, Osama Osman y Abdel Aziz Mahmoud. "Spectroscopic Analyses of Modified Fulleropyrrolidine Derivatives". Open Spectroscopy Journal 9, n.º 1 (19 de febrero de 2015): 1–6. http://dx.doi.org/10.2174/1874383801509010001.

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16

Tanatar, M. A., A. Graja, D. B. Zhu y Y. L. Li. "Spectral investigation of a [60]fulleropyrrolidine". Synthetic Metals 94, n.º 1 (abril de 1998): 83–86. http://dx.doi.org/10.1016/s0379-6779(97)04149-0.

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17

Herranz, M. Angeles, Beatriz Illescas, Nazario Martin, Chuping Luo y Dirk M. Guldi. "ChemInform Abstract: Donor/Acceptor Fulleropyrrolidine Triads." ChemInform 31, n.º 51 (19 de diciembre de 2000): no. http://dx.doi.org/10.1002/chin.200051105.

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18

Li, Yuliang, Dagui Zheng, Juhua Xu, Zhong Mao, Jingkui Yang, Fenglian Bai y Daoben Zhu. "Synthesis of fulleropyrrolidine derivatives of C60". Chinese Science Bulletin 42, n.º 14 (julio de 1997): 1180–84. http://dx.doi.org/10.1007/bf02882842.

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19

Pinna, Alessandra, Eleonora Cali, Gwilherm Kerherve, Grazia Galleri, Michele Maggini, Plinio Innocenzi y Luca Malfatti. "Fulleropyrrolidine-functionalized ceria nanoparticles as a tethered dual nanosystem with improved antioxidant properties". Nanoscale Advances 2, n.º 6 (2020): 2387–96. http://dx.doi.org/10.1039/d0na00048e.

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Combining nanoceria and fulleropyrrolidine in a tethered nanosystem allows for efficient scavenging of reactive oxygen species and improved protection of mouse fibroblast cells exposed to a UV insult.
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20

Piotrowski, P., J. Pawłowska, J. Pawłowski, A. M. Czerwonka, R. Bilewicz y A. Kaim. "Self-assembly of thioether functionalized fullerenes on gold and their activity in electropolymerization of styrene". RSC Advances 5, n.º 105 (2015): 86771–78. http://dx.doi.org/10.1039/c5ra14318g.

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Fulleropyrrolidine alkylaromatic sulphides were found to form uniform coating on the gold surface through the thioether sulphur anchoring group and can initiate the anionic polymerization of styrene under electrochemical conditions.
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21

Chaudhary, Anjali, Gangala Sivakumar, Devesh K. Pathak, Manushree Tanwar, Rajneesh Misra y Rajesh Kumar. "Pentafluorophenyl substituted fulleropyrrolidine: a molecule enabling the most efficient flexible electrochromic device with fast switching". Journal of Materials Chemistry C 9, n.º 10 (2021): 3462–69. http://dx.doi.org/10.1039/d0tc04991c.

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A polythiophene-pentafluorophenyl substituted fulleropyrrolidine based solid state electrochromic device fabricated on a solid as well as flexible substrate showing fast, improved and one of the most efficient electrochromic performances.
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22

Karakawa, Makoto, Takabumi Nagai, Kenji Adachi, Yutaka Ie y Yoshio Aso. "N-phenyl[60]fulleropyrrolidines: alternative acceptor materials to PC61BM for high performance organic photovoltaic cells". J. Mater. Chem. A 2, n.º 48 (2014): 20889–95. http://dx.doi.org/10.1039/c4ta04857a.

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Novel [60]fulleropyrrolidine derivatives were synthesized and evaluated based on device performance. TheN-phenyfulleropyrrolidines showed better photovoltaic performance than theN-alkyl derivatives and showed high PCE up to 7.3% on combination with PTB7.
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23

Castro, Edison, Gerardo Zavala, Sairaman Seetharaman, Francis D'Souza y Luis Echegoyen. "Impact of fullerene derivative isomeric purity on the performance of inverted planar perovskite solar cells". Journal of Materials Chemistry A 5, n.º 36 (2017): 19485–90. http://dx.doi.org/10.1039/c7ta06338e.

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The effect of utilizing a pure cis-α-dimethoxy carbonyl fulleropyrrolidine C70 (DMEC70) isomer as the electron transporting material (ETM) in inverted perovskite solar cells (PSCs) was evaluated.
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24

Loi, M. A., P. Denk, H. Hoppe, H. Neugebauer, D. Meissner, C. Winder, C. J. Brabec et al. "A Fulleropyrrolidine-phthalocyanine dyad for photovoltaic applications". Synthetic Metals 137, n.º 1-3 (abril de 2003): 1491–92. http://dx.doi.org/10.1016/s0379-6779(02)01213-4.

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25

Suárez, Margarita, Alberto Ruiz, Luis Almagro, Julieta Coro, Enrique E. Maroto, Salvatore Filippone, Dolores Molero, Roberto Martínez-Álvarez y Nazario Martín. "Catalytic Stereodivergent Synthesis of Steroid–Fulleropyrrolidine Hybrids". Journal of Organic Chemistry 82, n.º 9 (24 de abril de 2017): 4654–60. http://dx.doi.org/10.1021/acs.joc.7b00286.

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26

Elhaes, Hanan, Noha A. Saleh, Amina Omar y Medhat Ibrahim. "Molecular Spectroscopic Study of Fulleropyrrolidine Carbodithioic Acid". Journal of Computational and Theoretical Nanoscience 11, n.º 10 (1 de octubre de 2014): 2136–40. http://dx.doi.org/10.1166/jctn.2014.3618.

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27

Mateo-Alonso, Aurelio, Chlo? Sooambar y Maurizio Prato. "Synthesis and applications of amphiphilic fulleropyrrolidine derivatives". Organic & Biomolecular Chemistry 4, n.º 9 (2006): 1629. http://dx.doi.org/10.1039/b516948h.

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28

Zhou, Zhiguo, David I. Schuster y Stephen R. Wilson. "Tether-Directed Selective Synthesis of Fulleropyrrolidine Bisadducts". Journal of Organic Chemistry 71, n.º 4 (febrero de 2006): 1545–51. http://dx.doi.org/10.1021/jo052213i.

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29

Nazarova, O. V., I. A. Nuretdinov, A. V. Slita, G. M. Pavlov, N. P. Evlampieva, L. S. Litvinova, V. P. Gubskaya et al. "Water-Soluble Polymeric Methanofullerene and Fulleropyrrolidine Derivatives". Russian Journal of Applied Chemistry 78, n.º 12 (diciembre de 2005): 1981–86. http://dx.doi.org/10.1007/s11167-006-0015-2.

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30

D'Souza, Francis, Suresh Gadde, Mohamed E. El-Khouly, Melvin E. Zandler, Yasuyaki Araki y Osamu Ito. "A supramolecular Star Wars Tie Fighter Ship: electron transfer in a self-assembled triad composed of two zinc naphthalocyanines and a fullerene". Journal of Porphyrins and Phthalocyanines 09, n.º 10 (octubre de 2005): 698–705. http://dx.doi.org/10.1142/s1088424605000812.

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Photoactive supramolecules composed of electron donor and electron acceptor entities are important for light energy harvesting applications. In the present study, a Star Wars Tie Fighter Ship shaped supramolecular triad was constructed by self-assembling two zinc naphthalocyanines to a fulleropyrrolidine bearing two pyridine entities using an axial coordination approach. Optical absorption and emission studies revealed stable complex formation, and the experimentally determined free-energy change revealed the possibility of electron transfer from singlet excited zinc naphthalocyanine to the fulleropyrrolidine. The picosecond time-resolved emission technique was utilized to evaluate the kinetics of charge separation while nanosecond transient absorption spectral studies provided evidence for electron transfer quenching. The measured charge-separation rate, k CS and quantum yield, Φ CS were found to be 5.7 × 109 s −1 and 0.93 in toluene, respectively, indicating an efficient process within the supramolecular triad. The charge recombination rate (k CR ) of the supramolecular ion-pair calculated from the nanosecond transient absorption technique was found to be 3.5 × 107 s −1 yielding a lifetime for the radical ion-pair (τ RIP ) of about 30 ns. Changing the solvent from the noncoordinating toluene to the coordinating benzonitrile or THF destroyed the supramolecular structure, and under these experimental conditions, only intermolecular electron transfer from the triplet excited zinc naphthalocyanine to fulleropyrrolidine could be observed. Under these conditions, the measured electron transfer rates, k et , T inter , were found to be 2.6 × 107 M −1. s −1 in benzonitrile and 1.2 × 107 M −1. s −1 in THF, respectively.
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31

Quo, Z., J. Yan, Y. Li, Z. Ge y D. Zhu. "AMI study of a novel crowned [60]fulleropyrrolidine". Synthetic Metals 102, n.º 1-3 (junio de 1999): 1567–68. http://dx.doi.org/10.1016/s0379-6779(98)00738-3.

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32

Zhu, D., Z. Guo, Y. Li, F. Bai, F. Li, J. Si y P. Ye. "Photophysical properties of a novel crowned [60]fulleropyrrolidine". Synthetic Metals 102, n.º 1-3 (junio de 1999): 1496–97. http://dx.doi.org/10.1016/s0379-6779(98)00741-3.

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33

Conti, Fosca, Carlo Corvaja, Michele Maggini, Gianfranco Scorrano, Paola Ceroni, Francesco Paolucci y Sergio Roffia. "A fulleropyrrolidine binitroxide: synthesis, EPR and electrochemical features". Physical Chemistry Chemical Physics 3, n.º 17 (2001): 3518–25. http://dx.doi.org/10.1039/b102774n.

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34

Wilson, Stephen R., Yihan Wang, Jingrong Cao y Xuefei Tan. "Amino acids as precursors for N-unsubstituted fulleropyrrolidine derivatives". Tetrahedron Letters 37, n.º 6 (febrero de 1996): 775–78. http://dx.doi.org/10.1016/0040-4039(95)02295-3.

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35

Abramova, N. V., V. A. Shmakova, A. P. Pleshkova y V. I. Sokolov. "Metallocenyl-containing and Unsaturated Fulleropyrrolidine Derivatives: Synthesis and Hydrogenation". Russian Journal of Coordination Chemistry 45, n.º 2 (febrero de 2019): 124–27. http://dx.doi.org/10.1134/s1070328419020015.

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36

Li, Junxin, Yunji Zhu, Min Cui, Yanchun Liu, Pu Zhang y Zhi-Xin Guo. "Significant optical-limiting properties of fulleropyrrolidine loaded Nafion membrane". Optical Materials 30, n.º 12 (agosto de 2008): 1854–60. http://dx.doi.org/10.1016/j.optmat.2007.12.004.

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37

Mateo-Alonso, Aurelio, Peter Brough y Maurizio Prato. "Stabilization of fulleropyrrolidine N-oxides through intrarotaxane hydrogen bonding". Chemical Communications, n.º 14 (2007): 1412. http://dx.doi.org/10.1039/b617835a.

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38

BANG, G. S., W. CHANG, J. M. MOON, S. H. KIM y I. C. JEON. "ChemInform Abstract: Preparation and Characterization of a Macrocyclic Fulleropyrrolidine." ChemInform 27, n.º 32 (5 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199632161.

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39

Conti, Fosca, Carlo Corvaja, Filippo Busolo, Giovanni Zordan, Michele Maggini y Stefan Weber. "Time-resolved EPR investigation of [70]fulleropyrrolidine nitroxide isomers". Phys. Chem. Chem. Phys. 11, n.º 3 (2009): 495–502. http://dx.doi.org/10.1039/b813238k.

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40

Guo, Z., Y. Li, J. Yan, F. Bai, F. Li, D. Zhu, J. Si y P. Ye. "Photophysical properties of a crown ether-bearing [60]fulleropyrrolidine". Applied Physics B: Lasers and Optics 70, n.º 2 (1 de febrero de 2000): 257–60. http://dx.doi.org/10.1007/s003400050042.

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41

Fazylov, S. D., O. A. Nurkenov, A. E. Arinova, A. M. Gazaliev, R. E. Bakirova, M. K. Ibraev, A. Т. Takibayeva y A. S. Fazylov. "INDICATORS OF CELL METABOLISM IN VITRO IN RESEARCHES OF ANTI-INFLAMMATORY AND CYTOTOXIC EFFECTS OF FULLEROPYRROLIDINES С60 AND THEIR INITIAL SUBSTRATES". BULLETIN 5, n.º 387 (15 de octubre de 2020): 25–33. http://dx.doi.org/10.32014/2020.2518-1467.139.

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The article considers data on the in vitro study of new fulleropyrrolidine compounds for anti-inflammatory and cytotoxic activity in cultures of human monocyte cell lines MonoMac-6 and THP-1Blue and also as inhibitors of human neutrophil elastase. This enzyme is a regulator of inflammation. In different situations, it can act both as a pro-inflammatory and as an anti-inflammatory agent. An imbalance in the regulation of elastase activity plays an important role in the pathogenesis of cystic fibrosis, acute respiratory distress syndrome, bronchiectasis, chronic obstructive pulmonary disease, type 2 diabetes mellitus, atherosclerosis and hypertension. In the future, such studies should lead to the creation of optimal in vitro models that most adequately reflect the situation in vivo and establish the relationship between the structure and activity of the studied drugs. It is noted that the presence of lipophilic properties in fullerene C60 derivatives is especially important in the development of pharmaceuticals for the control of pathogens of various infectious diseases. Fullerene C60 derivatives have the ability to easily penetrate lipid membranes, overcome the blood-brain barrier, and modulate ion transport. Compounds were tested for anti-inflammatory and cytotoxic activity (in vitro) on cultures of human monocytic cell lines MonoMac-6 and THP-1Blue. Modified fullerene compounds of various structures were tested for their inhibitory ability against neutrophil elastase enzyme (in vitro). Elastase activity was evaluated by the ability of fulleropyrrolidine compounds to hydrolyze the synthetic substrate N-methylsuccinyl-Ala-Ala-Pro-Val-7-amino-4-me-thylcoumarin (Calbiochem). The results of studies of fullerene compounds in relation to their anti-inflammatory and cytotoxic activity are obtained. The analysis of the fluorescence kinetics of the compounds was carried out. The cytotoxic activity of the samples was investigated in the Brine Schrimp test using Artemia salina. All compounds have cytotoxicity, which suggests a lack of selectivity of chemotherapeutic action. In general, the presence of a cytotoxic effect confirms the reality of antimicrobial action. The results of the study of the antibacterial and antifungal activity of the synthesized new fulleropyrrolidines and their starting substrates are described (S. aureus 505, Bacillus subtilis, Str.agalactiae, E. Coli M-17, Ps.aeruginosa, Candida аlbicans, Penicillium citrinum, Aspergillus niger, Aspergillus flavus, Trichophyton mentagraphytos, Epidermophyton fioccosum). As a result of the study of the potential antifungal activity of the compounds, it was found that only two drugs inhibit the growth of test cultures in vitro. All other studied samples have practically no activity against the yeast fungi Candida albicans. In general, the presence of a cytotoxic effect in the studied fullerene compounds confirms the reality of the antimicrobial action.
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42

Ou, Changjin, Dewei Zhao, Chao Zhang, Funing Wang, Long Wang, Linghai Xie, Baoyi Ren et al. "Substituent effect of fulleropyrrolidine acceptors on bilayer organic solar cells". Synthetic Metals 187 (enero de 2014): 118–22. http://dx.doi.org/10.1016/j.synthmet.2013.10.030.

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Wang, Guan-Wu y Zhi-Guo Tian. "N-Unsubstituted fulleropyrrolidine derivatives: reinvestigation, structural reassignment and new insight". Tetrahedron Letters 50, n.º 27 (julio de 2009): 3860–63. http://dx.doi.org/10.1016/j.tetlet.2009.04.057.

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44

Borsato, Giuseppe, Federico Della Negra, Francesco Gasparrini, Domenico Misiti, Vittorio Lucchini, Giorgia Possamai, Claudio Villani y Alfonso Zambon. "Internal Motions in a Fulleropyrrolidine Tertiary Amide with Axial Chirality". Journal of Organic Chemistry 69, n.º 17 (agosto de 2004): 5785–88. http://dx.doi.org/10.1021/jo049485q.

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45

Yeh, Wen-Yann y Sung-Hua Wu. "Functionalization of the tetrairon cluster Cp4Fe4(CO)4 with fulleropyrrolidine". Dalton Transactions 42, n.º 34 (2013): 12260. http://dx.doi.org/10.1039/c3dt51300a.

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46

Kordatos, Konstantinos, Susanna Bosi, Tatiana Da Ros, Alfonso Zambon, Vittorio Lucchini y Maurizio Prato. "Isolation and Characterization of All Eight Bisadducts of Fulleropyrrolidine Derivatives". Journal of Organic Chemistry 66, n.º 8 (abril de 2001): 2802–8. http://dx.doi.org/10.1021/jo001708z.

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47

Dattilo, Davide, Lidia Armelao, Michele Maggini, Giovanni Fois y Giampaolo Mistura. "Wetting Behavior of Porous Silicon Surfaces Functionalized with a Fulleropyrrolidine". Langmuir 22, n.º 21 (octubre de 2006): 8764–69. http://dx.doi.org/10.1021/la060833o.

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48

Page, Zachariah A., Yao Liu, Volodimyr V. Duzhko, Thomas P. Russell y Todd Emrick. "Fulleropyrrolidine interlayers: Tailoring electrodes to raise organic solar cell efficiency". Science 346, n.º 6208 (18 de septiembre de 2014): 441–44. http://dx.doi.org/10.1126/science.1255826.

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49

Arinova, A. E., O. A. Nurkenov, S. D. Fazylov, T. M. Seilkhanov, M. K. Ibraev, S. K. Kabieva y T. S. Omarov. "N-methyl-2-(4-styrylphenyl)-3,4-fulleropyrrolidine synthesis and structure". Bulletin of the Karaganda University. "Chemistry" series 98, n.º 2 (30 de junio de 2020): 15–21. http://dx.doi.org/10.31489/2020ch2/15-21.

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50

Oswald, Frédéric, D. M. Shafiqul Islam, Yasuyuki Araki, Vincent Troiani, Pilar de la Cruz, Andrés Moreno, Osamu Ito y Fernando Langa. "Synthesis and Photoinduced Intramolecular Processes of Fulleropyrrolidine–Oligothienylenevinylene–Ferrocene Triads". Chemistry - A European Journal 13, n.º 14 (7 de mayo de 2007): 3924–33. http://dx.doi.org/10.1002/chem.200601889.

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