The Journal of Organic Chemistry

Proximity effects in peri-substituted naphthalenes. I. Some 8-substituted 1-(hydroxymethyl)-and 1-(chloromethyl) naphthalenes

DC Kleinfelter, PH Chen

文献索引：Kleinfelter,D.C.; Chen,P.H. Journal of Organic Chemistry, 1969 , vol. 34, p. 1741 - 1745

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被引用次数: 12

摘要

The methylene signals in the nmr spectra of a series of 8-substituted 1-hydroxymethyl-and l- chloromethylnaphthalenes were analyzed. The greater deshielding observed for the chlorides over the alcohols is explained as due to differences in conformational preferences. Intramolecular hydrogen bonding in the alcohols may lead to greater populations of conformers in which the hydrogens are further removed from the naphthalene ring's ...