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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

19F N.M.R. chemical shifts in substituted benzotrifluorides and benzal fluorides

RTC Brownlee and DJ Craik

Australian Journal of Chemistry 33(11) 2555 - 2559
Published: 1980

Abstract

19F substituent chemical shifts (scs) for a series of meta and para benzotrifluorides (p-trifluoromethyl-benzenes) are reported and are found to follow the reverse scs trend previously noted for benzyl fluorides (fluoromethylbenzenes), i.e. donors cause downfield shifts and acceptors upfield ones. Specific deviations for electron- withdrawing substituents make DSP correlations for the benzo- trifluorides less precise than for benzyl fluorides. A series of p- benzal fluorides (p-difluoromethyl-benzenes) has also been synthesized and the scs values are also found to follow the reverse trend. The magnitude of scs values decreases in the sequence benzyl fluorides > benzal fluorides > benzo-trifluorides.

https://doi.org/10.1071/CH9802555

© CSIRO 1980

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