Multi-substituted fullerenes and methods for their preparation a

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548460, 549416, 549432, 549439, 556482, 560 8, 560124, 568303, 568308, 568579, 568630, 568632, 568808, 558388, C07D40304, C07D40314, C07D40702

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06162926&

ABSTRACT:
The invention is directed to multiply-substituted fullerene derivatives of novel configurations, and methods for their preparation and use. The methods involve the combinatorial synthesis of a library of fullerene derivatives and comprises the steps of forming a mixture of fullerene derivatives by reacting the C.sub.n fullerene with two or more reactive precursor compounds, and removing the unreacted compounds to yield the fullerene derivatives having the desired activity. Methods for the identification and screening of a combinatorial library of fullerenes by .sup.3 He-nuclear magnetic resonance and electrospray mass spectrometry to define members with the optimal desired activity are also provided.

REFERENCES:
patent: 5177248 (1993-01-01), Chiang et al.
patent: 5294732 (1994-03-01), Chiang et al.
patent: 5382718 (1995-01-01), Bekiarian et al.
patent: 5386048 (1995-01-01), West et al.
Akasaka, T., et al., "Adduct of C.sub.70 at the Equatorial Belt: Photochemical Cycloaddition with Disilirane," J. Am. Chem. Soc., (1994), 116:2627-2628.
Averdung, J., et al., "Photoreaktionen mit Fulleren-C.sub.60 [3 + 2]-Photocyloaddition von 2,3-Diphenyl-2H-azirin," Chem. Ber., (1994), 127:787-789.
Balch, A.L., et al., "Directing Effects in a Fullerene Epoxide Addition. Formation and Structural Characterization of (.eta..sup.2 -C.sub.60 O)Ir(CO)CI(P(C.sub.6 H.sub.5).sub.3).sub.2," Inorg. Chem., (1994), 33:2071-2072.
Barbas, III, C.F., et al., "Direct selection of antibodies that coordinate metals from semisynthetic combinatorial libraries," Proc. Natl. Acad. Sci., (1993), 90:6385-6389.
Baum, R.M., "Combinatorial Approaches Provide Fresh Leads for Medicinal Chemistry," C&EN, (1994), 20-26.
Bensasson, R.V., "C.sub.60 in Model Biological Systems. A visible-UV Absorption Study of Solvent-Dependent Parameters and Solute Aggregation," J. Phys. Chem., (1994), 98:3492-3500.
Bohacek, R.S., et al., "Multiple Highly Diverse Structures Complementary to Enzyme Binding Sites: Results of Extensive Application of a de Novo Design Method Incorporating Combinatorial Growth," J. Am. Chem. Soc., (1994), 116:5560-5571.
Borchardt, A., et al., "Synthetic Receptor Binding Elucidated with an Encoded Combinatorial Library," J. Am. Chem. Soc., (1994), 116:373-374.
Boyce, R., et al., "Peptidosteroidal Receptors for Opioid Peptides. Sequence-Selective Binding Using a Synthetic Receptor Library," J. Am. Chem. Soc., (1994), 116:7955-7956.
Carell, T., et al., "A Novel Procedure for the Synthesis of Libraries Containing Small Organic Molecules," Angew. Chem. Int. Ed. Engl., (1994) 33:2005-2009.
Caron, C., et al., "Selective Electrosynthesis of (CH.sub.3).sub.2 C.sub.60 : A Novel Method for the Controlled Functionalization of Fullerenes," J. Am. Chem. Soc., (1993), 115:8505-8506.
Chen, J.K., et al., "Biased Combinatorial Libraries: Novel Ligands for the SH3 Domain of Phosphatidylinositol 3-Kinase," J. Am. Chem. Soc., (1993), 115:12591-12592.
Chen, J.Y.C., et al., "Catalytic Antibodies from Combinatorial Libraries," J. Am. Chem. Soc., (1993), 115:357-358.
Chiang, L.Y., et al., "Multi-hydroxy Additions onto C.sub.60 Fullerene Molecules," J. Chem. Soc. Chem. Commun., (1992), 1791-1793.
Dooley, C.T., et al., "Acetalins: Opioid receptor antagonists determined through the use of synthetic peptide combinatorial libraries," Proc. Natl. Acad. Sci., (1993), 90:10811-10815.
Dooley, C.T., et al., "The Use of Positional Scanning Synthetic Peptide Combinatorial Libraries for the Rapid Determination of Opioid Receptor Ligands," Life Sciences, (1993), 52:1509-1517.
Elemes, Y., et al., "Reaction of C.sub.60 with Dimethyldioxirane-Formation of an Epoxide and a 1,3-Dioxolane Derivative," Angew. Chem. Int. Ed. Engl., (1992), 31:351-353.
Fagan, P.J., et al., "The Chemical Nature of Buckminsterfullerene (C.sub.60) and the Characterization of a Platinum Derivative," Science, (1991), 252:1160-1161.
Fagan, P.J., et al., "Synthesis, Chemistry, and Properties of a Monoalkylated Buckminsterfullerene Derivative, t-BuC.sub.60 Anion," J. Am. Chem. Soc., (1992), 114:9697-9699.
Gallop, M.A., et al., "Applications of Combinatorial Technologies to Drug Discovery. 1. Background and Peptide Combinatorial Libraries," Journal of Medicinal Chemistry, (1994), 37:1233-1251.
Gordon, E.M., et al., "Applications of Combinatorial Technologies to Drug Discovery. 2. Combinatorial Organic Synthesis, Library Screening Strategies, and Future Directions," Journal of Medicinal Chemistry, (1994), 37:1385-1401.
Hawker, C.J., et al., "The Synthesis and Characterization of a Self-Assembling Amphiphilic Fullerene," J. Org. Chem., (1994), 59:3503-3505.
Hawkins, J.M., et al., "Regiochemistry of the Bisosmylation of C.sub.60 : "Ortho, Meta, and Para" in Three Dimensions," J. Am. Chem. Soc., (1992), 114:7954-7955.
Hirsch, A., et al., "Fullerene Chemistry in Three Dimensions: Isolation of Seven Regioisomeric Bisadducts and Chiral Trisadducts of C.sub.60 and Di(ethoxycarbonyl)methylene," Angew. Chem. Int. Ed. Engl., (1994), 33:437-438.
Hirsch, A., et al., "Regiochemistry of Multiple Additions to the Fullerene Core: Synthesis of a T.eta.-Symmetric Hexakisadduct of C.sub.60 with Bis(ethoxycarbonyl)methylene," J. Am. Chem. Soc., (1994), 116:9385-9386.
Hoke, II, S.H., et al., "Reaction of Fullerenes and Benzyne," J. Org. Chem., (1992), 57:5069-5071.
Ishida, T., et al., "Fullerene Aziridine. Facile Synthesis and Spectral Characterization of Fullerene Urethane, C.sub.60 NCO.sub.2 CH.sub.2 CH.sub.3," Chemistry Letters, (1994), 561-562.
Iyoda, M., et al., "Synthesis and Properties of a Novel Redox System containing Fullerene and p-Benzoquinone," J. Chem. Soc., Chem. Commun., (1994), 1929-1930.
Kaganovskii, Yu. S., et al., "Langmuir-Blodgett films of the fullerene C.sub.60," JETP Lett., (1994), 60:370-374.
Kikuchi, K., et al., "Encapsulation of Radioactive .sup.159 Gd and .sup.161 Tb Atoms in Fullerene Cages," J. Am. Chem. Soc., (1994), 116:9775-9776.
Komatsu, K., et al., "Ene Reaction as a New Method for Functionalization of Fullerene C.sub.60," Chemistry Letters, (1994), 635-636.
Komatsu, K., et al., "Reaction of C.sub.60 with Chlorophenyldiazirine. Spectral and Electronic Properties of the C.sub.60 -Chlorophenylcarbene 1:1 Adduct," Chemistry Letters, (1993), 2163-2166.
Maggini, M., et al., "Addition of Azomethine Ylides to C.sub.60 : Synthesis, Characterization, and Functionalization of Fullerene Pyrrolidines," J. Am. Chem. Soc., (1993), 115:9798-9799.
Maggini, M., et al., "Synthesis of N-Acylated Fulleropyrrolidines: New Materials for the Preparation of Langmuir-Blodgett Films Containing Fullerenes," Tetrahedron Letters, (1994), 35:2985-2988.
Morton, J.R., et al., "The Dimerization of RC.sub.60 Radicals," J. Am. Chem. Soc., (1992), 114:5454-5455.
Muthu, S., et al., "Reaction of Buckminsterfullerene with 1,3-Diphenylnitrilimine: Synthesis of Pyrazoline Derivatives of Fullerene," Tetrahedron Letters, (1994), 35:1763-1766.
Naim, A., et al., "Reversible Addition of Hydroxide to the Fullerenes," Tetrahedron Letters, (1992), 33:7097-7100.
Nelson, M.A., "Effects of Acute and Subchronic Exposure of Topically Applied Fullerene Extracts on the Mouse Skin," Toxicology and Industrial Health, (1993), 9:623-630.
Olah, G.A., et al., "Chlorination and Bromination of Fullerenes. Nucleophilic Methoxylation of Polychlorofullerenes and Their Aluminum Trichloride Catalyzed Friedel-Crafts Reaction with Aromatics to Polyarylfullerenes," J. Am. Chem. Soc., (1991), 113:9385-9387.
Olah, G.A., et al., "Polyarenefullerenes, C.sub.60 (H-Ar).eta. Obtained by Acid-Catalyzed Fullerenation of Aromatics," J. Am. Chem. Soc., (1991), 113:9387-9388.
Orfanopoulos, M. et al., "Fullerene C.sub.60 and C.sub.70 Photosensitized Oxygenation of Olefins," Tetrahedron Letters, (1994), 35:1945-1948.
Osterodt, J., et al., "Verkronte Fullerene," Chem. Ber., (1993), 126:2331-2336.
Pavia, M.R., et al., "The Generation of Molecular Diversity," Bioorganic & Medicinal Chemistry Letters, (1993), 3:387-396.
Prato, M., et al., "Addition of Azides to C.sub.60 : Synthesis of Azafulleroids," J. Am. Chem. Soc., (1993), 115:1148-1150.
Prato, M., et al., "

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