Fluorine-19 nuclear magnetic resonance studies of aromatic compounds. Part 5. Transmission of substituent effects across two aromatic rings connected by C–C and –C– linkages
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 8,p. 1051-1057
- https://doi.org/10.1039/p29770001051
Abstract
The 19F n.m.r. spectra of compounds of the type p-FC6H4·Z·C6H4X-p[Z = C⋮C, cis or trans CH:CH, CH2·CH2, threo or erythro CHBr·CHBr, CH, CH(OH), CHCl, or CHBr] have been used to examine the transmission of substituent effects of X across the group Z. When Z is unsaturated, the magnitude of the transmitted effect is not solely dependent upon the extent of conjugation between the rings; when Z is a saturated C–C bond the magnitude of the transmitted effect is sensitive to the conformational properties of the system. When Z is a single substituent carbon atom (CHY; Y = H, OH, Cl, or Br) the transmission is greater when Y = OH than for all the other substituents, which all show the same behaviour.Keywords
This publication has 0 references indexed in Scilit: