Issue 8, 1977

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

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1977, 1051-1057

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

J. M. Gascoyne, P. J. Mitchell and L. Phillips, J. Chem. Soc., Perkin Trans. 2, 1977, 1051 DOI: 10.1039/P29770001051

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements