Preparation and isolation of three isomeric C[sub 70] isoxazolines. Strong deshielding in the polar region of C[sub 70]
Journal Article
·
· Journal of the American Chemical Society; (United States)
- Univ. of Kentucky, Lexington, KY (United States)
- Gentex Corporation, Zeeland, MI (United States)
The C[sub 70] fullerene reacts with acetonitrile oxide and with 4-methoxybenzonitrile oxide to form a mixture of three isomeric monoadducts in addition to small amounts of di- and triadducts. The three isomeric monoadducts were separated and were found to result from 1,3-dipolar addition to 6-6 ring fusions of C[sub 70] at the 1,9 position and at the 7,8 position. The 1,9 addition occurs in two different modes, while addition at the 7,8 positions results in an unseparated D,L pair of isomers. Proton NMR indicates that the fullerene moiety is strongly deshielding and that the deshielding is stronger over the poles of the fullerene than over the sides. 74 refs., 5 figs.
- DOE Contract Number:
- FG02-91ER75657
- OSTI ID:
- 7178501
- Journal Information:
- Journal of the American Chemical Society; (United States), Journal Name: Journal of the American Chemical Society; (United States) Vol. 116:16; ISSN JACSAT; ISSN 0002-7863
- Country of Publication:
- United States
- Language:
- English
Similar Records
Synthesis, isolation, and equilibration of 1,9- and 7,8-C[sub 70]H[sub 2]
Theoretical and experimental investigations of fullerene derivatives: C{sub 60}H{sub 2}, C{sub 60}H{sub 4}, C{sub 70}H{sub 2} and C{sub 60}(CH{sub 2}){sub 2}
Disilene Addition to C{sub 70}
Journal Article
·
Fri Apr 15 00:00:00 EDT 1994
· Science (Washington, D.C.); (United States)
·
OSTI ID:7243053
Theoretical and experimental investigations of fullerene derivatives: C{sub 60}H{sub 2}, C{sub 60}H{sub 4}, C{sub 70}H{sub 2} and C{sub 60}(CH{sub 2}){sub 2}
Conference
·
Thu Dec 30 23:00:00 EST 1993
·
OSTI ID:10155671
Disilene Addition to C{sub 70}
Conference
·
Fri Dec 30 23:00:00 EST 1994
·
OSTI ID:10116650
Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400102 -- Chemical & Spectral Procedures
400201* -- Chemical & Physicochemical Properties
400400 -- Electrochemistry
ADDUCTS
CARBON
CHEMICAL REACTIONS
CHEMISTRY
ELECTROCHEMISTRY
ELEMENTS
FULLERENES
ISOMERS
MAGNETIC RESONANCE
NONMETALS
NUCLEAR MAGNETIC RESONANCE
RESONANCE
VOLTAMETRY
400102 -- Chemical & Spectral Procedures
400201* -- Chemical & Physicochemical Properties
400400 -- Electrochemistry
ADDUCTS
CARBON
CHEMICAL REACTIONS
CHEMISTRY
ELECTROCHEMISTRY
ELEMENTS
FULLERENES
ISOMERS
MAGNETIC RESONANCE
NONMETALS
NUCLEAR MAGNETIC RESONANCE
RESONANCE
VOLTAMETRY