Jump to main content
Jump to site search

Issue 0, 1974
Previous Article Next Article

Synthesis of new macrocycles. Part II. Cyclic esters based on αα′-dibromo-o-xylen

Abstract

Condensation of αα′-dibromo-o-xylene with the homologous series of dicarboxylic acids beginning with oxalic acid and ending with sebacic acid afforded dimeric cyclic esters ranging in ring size from sixteen to thirty-two members. By contrast, the dibromide gave only monomeric cyclic esters in reactions with maleic, citraconic, and o-phthalic acids. The influence of the ‘rigid group’ on the cyclization reaction is discussed. N.m.r. and mass spectral data for the new esters are presented and suggestions as to the likely conformations of the alicyclic rings, based largely on the n.m.r. evidence, are considered.

Back to tab navigation

Article type: Paper
DOI: 10.1039/P19740000323
J. Chem. Soc., Perkin Trans. 1, 1974, 323-327

  •   Request permissions

    Synthesis of new macrocycles. Part II. Cyclic esters based on αα′-dibromo-o-xylen

    S. E. Drewes and B. G. Riphagen, J. Chem. Soc., Perkin Trans. 1, 1974, 323
    DOI: 10.1039/P19740000323

Search articles by author

Spotlight

Advertisements