175970-03-3Relevant academic research and scientific papers
Organosulfur-based fullerene materials
Nakahodo, Tsukasa,Ishitsuka, Midori O.,Takano, Yuta,Tsuchiya, Takahiro,Akasaka, Takeshi,Angeles Herranz,Martin, Nazario,Guldi, Dirk M.,Nagase, Shigeru
, p. 1308 - 1311 (2011)
Chemical functionalizations of an endohedral metallofullerene, La 2@Ih-C80, and an empty fullerene, C 60, are demonstrated using organosulfur compounds. A novel donor-acceptor system of La2@Ih/s
Syntheses of urethano-, amido- and sulfonamido-[60]fullerenes by nucleophilic substitutions with 1,2-(2,3-dihydro-1H-azirino)-[60]fullerene
Averdung, Johannes,Wolff, Christian,Mattay, Jochen
, p. 4683 - 4684 (1996)
C60NH 1 and the acyl and tosyl chlorides 2 or acetic anhydride 4 in 1,2-dichlorobenzene solution and pyridine give the stable fulleroaziridine derivatives 3a-d and 5 by nucleophilic substitution.
[2+1] Cycloaddition of nitrene onto C60 revisited: Interconversion between an aziridinofullerene and an azafulleroid
Nakahodo, Tsukasa,Okada, Mitsunori,Morita, Hiroyuki,Yoshimura, Toshiaki,Ishitsuka, Midori O.,Tsuchiya, Takahiro,Maeda, Yutaka,Fujihara, Hisashi,Akasaka, Takeshi,Gao, Xingfa,Nagase, Shigeru
, p. 1298 - 1300 (2008)
(Figure Presented) An open and closed case: The reversible interconversion of a [1,2]aziridinofullerene and a [1,6]azafulleroid represents the first such example for a monosubstituted fullerene. While the [1,2]aziridinofullerene rearranges thermally to th
Preparation and characterization of sulfonyl-azafulleroid and sulfonylaziridino-fullerene derivatives
Ulmer, Lars,Mattay, Jochen
, p. 2933 - 2940 (2003)
Thermolysis of several sulfonyl azides in the presence of C60 leads either to aza[60]fulleroids or to mixtures of aza[60]-fulleroids and corresponding aziridino-fullerenes, depending on the substituent at the sulfonyl group. In all cases, 1,2-c
Hypervalent iodine reagent mediated reaction of [60]fullerene with amines
Miao, Chun-Bao,Lu, Xin-Wei,Wu, Ping,Li, Jiaxing,Ren, Wen-Long,Xing, Meng-Lei,Sun, Xiao-Qiang,Yang, Hai-Tao
, p. 12257 - 12262 (2014/01/06)
The hypervalent iodine reagent mediated reaction of C60 with various readily available amines for the easy preparation of iminofullerenes has been developed. The reaction between C60 and sulfonamides can be effectively controlled to
Metal-free aziridination of styrene derivatives with iminoiodinane catalyzed by a combination of iodine and ammonium iodide
Kiyokawa, Kensuke,Kosaka, Tomoki,Minakata, Satoshi
supporting information, p. 4858 - 4861 (2013/10/08)
The metal-free catalytic aziridination of styrene derivatives with N-tosyliminophenyliodinane (PhI=NTs) in the presence of a combination of I 2 and tetrabutylammonium iodide (TBAI) is reported. In situ generated TBAI3 from I2/s
PCy3-catalyzed ring expansion of aziridinofullerenes with CO2 and aryl isocyanates: Evidence for a two consecutive nucleophilic substitution pathway on the fullerene cage
Takeda, Youhei,Kawai, Hajime,Minakata, Satoshi
supporting information, p. 13479 - 13483 (2013/10/08)
A PCy3-catalyzed ring-expansion reaction of aziridine-fused fullerenes (aziridinofullerenes) through the insertion of CO2 and aryl isocyanates is disclosed. The reaction allows for CO2 fixation by aziridinofullerenes, producing oxazolidinone-fused fullerenes (oxazolidinofullerenes) in high yields, whereas treatment with aryl isocyanates led to a new fullerene family - imidazolidinone-fused fullerenes (imidazolidinofullerenes) - in good to high yields. Furthermore, a mechanistically related unprecedented fullerenyl phosphonium salt was successfully isolated. Using the isolated salt, mechanistic studies were also investigated. New balls please: A PCy3-catalyzed ring-expansion reaction of aziridine-fused fullerenes (aziridinofullerenes) by the insertion of CO2 and aryl isocyanates is disclosed (see scheme). This allows for CO2 fixation by aziridinofullerenes. The expansion with aryl isocyanates led to a new fullerene family, imidazolidinone-fused fullerenes, in high yields. A mechanistically related unprecedented fullerenyl phosphonium salt was also successfully isolated (Cy=cyclohexyl). Copyright
Selective functionalization of fullerenes with N,N-dihalosulfonamides as an N1 unit: Versatile syntheses of aza[60]fulleroids and aziridino[60]fullerenes and their application to photovoltaic cells
Nagamachi, Toshiki,Takeda, Youhei,Nakayama, Kazuhisa,Minakata, Satoshi
supporting information, p. 12035 - 12045 (2012/10/30)
Highly selective and versatile methods for the synthesis of aza[60]fulleroids and aziridino[60]fullerenes from C60 have been developed. The reactions utilized N,N-dihalosulfonamides as an N1 source. The photophysical, electrochemical
Aziridinofullerene: A Versatile platform for functionalized fullerenes
Nambo, Masakazu,Segawa, Yasutomo,Itami, Kenichiro
supporting information; experimental part, p. 2402 - 2405 (2011/04/22)
An aziridine moiety on the fullerene core can serve as an acid-triggered reacting template for the controlled synthesis of a range of functionalized fullerenes that are otherwise difficult to synthesize in an efficient and selective manner. A copper-catal
The ionic introduction of an N1 unit to C60 and a unique rearrangement of aziridinofullerene
Minakata, Satoshi,Tsuruoka, Ryoji,Nagamachi, Toshiki,Komatsu, Mitsuo
, p. 323 - 325 (2008/09/19)
A new chloramine-based aziridination of C60 and unique rearrangement of aziridinofullerene to azafulleroid is described. The ionic introduction of an N1 unit to C60via an addition-cyclization mechanism was first achieved under mild conditions; the combination of chloramine and MS4A resulted in the promising rearrangement of aziridinofullerene to azafulleroid, and the isomerization could be performed catalytically. The Royal Society of Chemistry.
