[DBU]C60. Spin pairing in a fullerene salt

Skiebe, Andreas; Hirsch, Andreas; Klos, H.; Gotschy, B.

doi:10.1016/0009-2614(94)00124-3

Cited by 78 publications

(54 citation statements)

References 16 publications

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“…1) can show perturbations in its electron distribution (30). Moreover, it has been observed that C 60 and other fullerenes interact with donor ϪNH 2 and ϪSH groups (31,32).…”

Section: Discussionmentioning

confidence: 99%

Antigenicity of fullerenes: Antibodies specific for fullerenes and their characteristics

Chen

Wilson

Das

et al. 1998

Proc. Natl. Acad. Sci. U.S.A.

216

131

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The recent interest in using Buckminsterfullerene (fullerene) derivatives in biological systems raises the possibility of their assay by immunological procedures. This, in turn, leads to the question of the ability of these unprecedented polygonal structures, made up solely of carbon atoms, to induce the production of specific antibodies. Immunization of mice with a C 60 fullerene derivative conjugated to bovine thyroglobulin yielded a population of fullerene-specific antibodies of the IgG isotype, showing that the immune repertoire was diverse enough to recognize and process fullerenes as protein conjugates. The population of antibodies included a subpopulation that crossreacted with a C 70 fullerene as determined by immune precipitation and ELISA procedures. These assays were made possible by the synthesis of water-soluble fullerene derivatives, including bovine and rabbit serum albumin conjugates and derivatives of trilysine and pentalysine, all of which were characterized as to the extent of substitution and their UV-Vis spectra. Possible interactions of fullerenes with the combining sites of IgG are discussed based on the physical chemistry of fullerenes and previously described protein-fullerene interactions. They remain to be confirmed by the isolation of mAbs for x-ray crystallographic studies.

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“…1) can show perturbations in its electron distribution (30). Moreover, it has been observed that C 60 and other fullerenes interact with donor ϪNH 2 and ϪSH groups (31,32).…”

Section: Discussionmentioning

confidence: 99%

Antigenicity of fullerenes: Antibodies specific for fullerenes and their characteristics

Chen

Wilson

Das

et al. 1998

Proc. Natl. Acad. Sci. U.S.A.

216

131

View full text Add to dashboard Cite

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“…The use of a larger amount of the catalyst leads to a decrease in the yield of the product due apparently to the side reaction of C 60 with DBU giving rise to an insoluble complex. 40 Other bases (Et 3 N, Bu 3 N, and Py) proved to be inefficient. The exception is DABCO (1,4 diazabicyclo[2.2.2]octane), which initiates the reaction but to a much lesser extent than DBU.…”

Section: Scheme 14mentioning

confidence: 98%

New pyrrolidine and pyrroline derivatives of fullerenes: from the synthesis to the use in light-converting systems

et al. 2008

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The results of the authors' studies on the [2+3] cycloaddition of azomethine and nitrile ylides generated from picolylamine and benzylamine derivatives to fullerenes are systematized and new experimental data are considered. Catalysts and microwave radiation promoting the formation of ylides and their addition to fullerenes were successfully used for the first time. A large series of new pyrrolidine and pyrroline derivatives of fullerenes C 60 and C 70 were synthesized and characterized. The proposed procedures afford the reaction products in yields twice as high (80-85%) as those attained by the classical Prato reaction. The reactions proceed with virtually complete regio (in the case of C 70 ) and stereoselectivity to afford only cis 2´,5´ disubstituted and trans 1´,2´,5´ trisubstituted pyrrolidinofullerenes. Pyridyl substituted pyrrolidinofullerenes react with metalloporphyrins and phthalocyanines to form self ordered coordination complexes. The latter are analogs of natural photosynthetic antenna systems due to photoinduced charge separation that occurs in these complexes upon exposure to light.

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“…[161][162][163]431,432 Simple monoaddition is rare. The reaction typically continues until six amines have been added, presumably via the same mechanism.…”

Section: Fullerides As Intermediatesmentioning

confidence: 99%

Discrete Fulleride Anions and Fullerenium Cations

2000

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His research interests include reactive cation and superacid chemistry with inert carborane counterions, ionic liquids, bioinorganic chemistry, spin-coupling phenomena, fullerene chemistry, and new carbon-or porphyrin-based materials. He is a Sloan Fellow, a Dreyfus Teacher−Scholar Awardee, and a Guggenheim Fellow. Robert Bolskar received his B.S. degree in Chemistry from Carroll College in Waukesha, WI, in 1992. He earned his Ph.D. degree at the University of Southern California in Los Angeles under the direction of Christopher Reed in 1997, investigating the synthetic redox chemistry of fullerene anions and cations. In 1998 he moved to the University of California, Riverside, as Managing Research Associate. He is currently Senior Chemist at TDA Research in Wheat Ridge, CO. His research interests include the chemistry and physics of fullerene compounds, supramolecular chemistry, strongly oxidizing systems, and electrophilic cations.

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[DBU]C60. Spin pairing in a fullerene salt

Cited by 78 publications

References 16 publications

Antigenicity of fullerenes: Antibodies specific for fullerenes and their characteristics

Antigenicity of fullerenes: Antibodies specific for fullerenes and their characteristics

New pyrrolidine and pyrroline derivatives of fullerenes: from the synthesis to the use in light-converting systems

Discrete Fulleride Anions and Fullerenium Cations

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