Reaction of C 60  with Dimethyldioxirane—Formation of an Epoxide and a 1,3‐Dioxolane Derivative | Zendy

Elemes Yiannis | Zendy; Silverman Scott K. | Zendy; Sheu Chimin | Zendy; Kao Michelle | Zendy; Foote Christopher S. | Zendy; Alvarez Marcos M. | Zendy; Whetten Robert L. | Zendy

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Reaction of C 60 with Dimethyldioxirane—Formation of an Epoxide and a 1,3‐Dioxolane Derivative

Author(s) -

Elemes Yiannis,

Silverman Scott K.,

Sheu Chimin,

Kao Michelle,

Foote Christopher S.,

Alvarez Marcos M.,

Whetten Robert L.

Publication year - 1992

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199203511

Subject(s) - dimethyldioxirane , epoxide , dioxolane , diradical , chemistry , acetone , derivative (finance) , photochemistry , stereochemistry , ring (chemistry) , medicinal chemistry , organic chemistry , catalysis , physics , nuclear physics , singlet state , financial economics , economics , excited state

Not an oxygen‐bridged annulene (structural type 1 ) but rather an epoxide (structural type 2 ) is the product of the reaction of dimethyldioxirane with C 60 . In a competing reaction, a 1,3‐dioxolane (structural type 3 ) is formed—probably by a diradical mechanism. Cleavage of acetone from 3 leading to 2 was not observed at temperatures up to 110°C. Compound 3 could provide access to ring‐opened fullerenes.

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