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Spectroscopic evidence of a free-radical mechanism in the reduction of Schiff bases by formic acid

✍ Scribed by Roberto Bianchini; Claudia Forte; Giuseppe Musumarra; Calogero Pinzino; Caterina Sergi

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
487 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

The unprecedented direct detection of the free radical intermediate 7 in tile reduction of Schiff bases 2 to tile corresponding amines by fortnic acid using the EPR technique is reported. Monitoring the same reaction by NMR, line broadenings and signal shifts are observed, while the filnlter evolutiou to products is triggered off by heating. No product formation or line broadening/shifts of the imine derivatives take place upon addition of the isoamyl nitrite spin trapper, which interrupts the chain process capturing the free radical 7. Single electron species have also been detected in the similar reduction of the ben~'lidctte-bis-piperidine 11 by fortnic acid.

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