Photochemistry of 2‐Methyl‐2‐trifluoromethyl‐ and 2,2‐Bis(trifluoromethyl)‐3(2H)‐furanone | Zendy

Gebel RolfChristoph | Zendy; Margaretha Paul | Zendy

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Photochemistry of 2‐Methyl‐2‐trifluoromethyl‐ and 2,2‐Bis(trifluoromethyl)‐3(2H)‐furanone

Author(s) -

Gebel RolfChristoph,

Margaretha Paul

Publication year - 1990

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19901230434

Subject(s) - trifluoromethyl , chemistry , cycloaddition , medicinal chemistry , photochemistry , organic chemistry , catalysis , alkyl

The behaviour of 2‐methyl‐2‐trifluoromethyl‐3( 2H )‐furanone ( 1b ) and 2,2‐bis(trifluoromethyl)‐3( 2H )‐furanone ( 1c ) is compared to that of the parent dimethyl compound 1a for the following light‐induced reactions: (a) cyclodimerization, (b) [2 + 2] cycloaddition to 2,3‐dimethyl‐2‐butene, and (c) reductive (RH) addition to 2‐propanol. A pronounced acceleration due to the exchange of CH 3 against CF 3 is observed in this last reaction; the mechanistic aspects are discussed.

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