150493-29-1Relevant articles and documents
Methanofullerenes, C60(CH2)n (n = 1, 2, 3), as building blocks for high-performance acceptors used in Organic Solar Cells
He, Dan,Du, Xiaoyan,Xiao, Zuo,Ding, Liming
, p. 612 - 615 (2014)
Selective preparation of C60(CH2)n (n = 1, 2, 3) was realized via a Bingel-decarboxylation route. A 54p- electron derivative of C60(CH2)2, OQBMF, demonstrates an outstanding power conversion efficiency (PCE) of 6.43% (Voc = 0.95 V, Jsc = 9.67 mA cm-2, FF = 70%) in fullerene:P3HT solar cells since the small CH2 addends lift up fullerene LUMO and increase Voc significantly without decreasing mobility significantly.
Diels-Alder cycloaddition of substituted norcaradienes with [60]fullerene
Duczek, Wolfram,Radeck, Wolfgang,Niclas, Hans-Joachim,Ramm, Matthias,Costisella, Burkhard
, p. 6651 - 6654 (1997)
Substituted norcaradienes, generated by - Rh2(OAc)4 catalyzed - cyclopropanation of toluene and benzene with tert-butyl diazoacetate, reacts with [60]fullerene to form a new type of fullerene cycloadducts.
Toward controlled spacing in one-dimensional molecular chains: Alkyl-chain-functionalized fullerenes in carbon nanotubes
Chamberlain, Thomas W.,Camenisch, Andrew,Champness, Neil R.,Briggs, G. Andrew D.,Benjamin, Simon C.,Ardavan, Arzhang,Khlobystov, Andrei N.
, p. 8609 - 8614 (2007)
A range of fullerenes (C60) functionalized with long alkyl chains have been synthesized and inserted into single-walled carbon nanotubes. The impact of the alkyl chain length and of the type of linker between the addend and the fullerene cage on the geometry of molecular arrays in nanotube has been studied by high-resolution transmission electron microscopy. In the presence of functional groups the mean interfullerene separations are significantly increased by 2-8 nm depending on the length of the alkyl chain, but the periodicity of the fullerene arrays is disrupted due to the conformational flexibility of the alkyl groups.
Synthesis of fullerene C60monoadducts. Cyclopropanation of C60with sulfonium ylides
Nikolaev,Davidovich,Piotrovskii
, p. 1050 - 1053 (2016/09/04)
3′H-Cyclopropa[1,9](C60-Ih)[5,6]fullerene-3′-carboxylic acid can be synthesized in a good yield by cyclopropanation of fullerene C60with 2-(dimethyl-λ4-sulfanylidene)acetates provided that the ester residue is readily hydrolyzable in acid medium.
CuBr/PMDETA-mediated reactions of [60]fullerene with active halides: Preparation of methano[60]fullerene derivatives
Yang, Hai-Tao,Tian, Zong-Yong,Ruan, Xiao-Jiao,Zhang, Min,Miao, Chun-Bao,Sun, Xiao-Qiang
supporting information, p. 4918 - 4922 (2012/11/13)
An efficient protocol for the synthesis of methano[60]fullerene derivatives linked with a single electron-withdrawing group has been developed through one-step reaction of [60]fullerene with active halides mediated by CuBr/pentamethyldiethylenetriamine. M
Palladium-catalyzed selective cycloaddition of diazo compounds to [60]fullerene
Tuktarov, Airat R.,Akhmetov, Arslan R.,Korolev, Vyacheslav V.,Khuzin, Artur A.,Khasanova, Liliya L.,Popod'ko, Natal'ya R.,Khalilov, Leonard M.
experimental part, p. 54 - 66 (2011/06/21)
The effective catalytic method for cycloaddition of higher diazoalkanes and diazoacetates to [60]fullerene in the presence of the three-component catalytic system Pd(acac)2-PPh3-Et3Al has been developed. The yield and sele
Cycloaddition of diazoacetates to C60 fullerene catalysed by Pd complexes
Tuktarov,Akhmetov,Khasanova,Khalilov,Dzhemilev
experimental part, p. 1959 - 1963 (2011/06/28)
An efficient catalytic method of the cycloaddition to C60 fullerene of the diazoacetates, containing substituents of diverse structures in ester groups, in the presence of a Pd-based three-component catalyst was developed. An influence of nature and the structure of substituent in the ester group on the activity of diazoacetates in the reaction with C60 was studied. Yields of respective cycloadducts were determined.
Synthesis of C60-fused tetrahydrothiophene derivatives via nucleophilic cycloaddition of thiocyanates
Wang, Guan-Wu,Li, Jia-Xing,Xu, Yu
experimental part, p. 2995 - 2999 (2009/02/03)
Nucleophilic cycloaddition of thiocyanates 1a-e with C60 in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene afforded C60-fused 2-iminotetrahydrothiophene derivatives 2a-e and methanofullerenes 3a-d. The product distributions were highly sensitive to the substrates employed. The 2-iminotetrahydrothiophene derivatives 2a-e could be further manipulated by hydrolysis and acetylation to give 2-oxotetrahydrothiophene derivatives 4a-e and 2-acetamidotetrahydrothiophene derivatives 5a-e. A possible reaction mechanism for the formation of products 2a-e and 3a-d was proposed. The Royal Society of Chemistry.
Synthesis and reactions of 2,2-[60]fullerenoalkanoyl chlorides
Tada, Tomoyuki,Ishida, Yasuhiro,Saigo, Kazuhiko
, p. 1633 - 1639 (2007/10/03)
2,2-[60]Fullerenoalkanoyl chlorides (1a-d) were easily and securely prepared from the corresponding 2,2-[60]fullerenoalkanoic acids (2a-d) by the reaction with thionyl chloride in an unusual mixed solvent, CH 2Cl2/dioxane. The characterization of 1a-d by 1H and 13C NMR, FT-IR, and MALDI-TOF-MASS was conducted for the first time. The 2,2-[60]fullerenoalkanoyl chlorides thus obtained were readily converted to the corresponding amides and esters in moderate to excellent yields by the condensation with amines and alcohols, respectively. Upon applying the condensation, [60]fullerene-biomolecule hybrids were easily prepared.
Synthesis of methano[60]fullerene derivatives: The fluoride ion-mediated reaction of [60]fullerene with silylated nucleophiles
Hino, Tetsuo,Kinbara, Kazushi,Saigo, Kazuhiko
, p. 5065 - 5067 (2007/10/03)
A new reaction of [60]fullerene with silylated nucleophiles is described. The cyclopropanation of [60]fullerene with silylated nucleophiles, such as silyl ketene acetals, silyl ketene thioacetals, and silyl enol ethers, derived from α-halo carbonyl compounds, smoothly proceeded in the presence of KF/18-crown-6 to give the corresponding methano[60]fullerene derivatives in moderate to good yields.
