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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.