Issue 4, 1986

Intramolecular base–backbone association in 8-bromo-2′,3′-O-isopropylidene-adenosine. Detection of an O(5′)–H ⋯ N(3) hydrogen bond via a long range H(5″)–N(3) spin–spin coupling

Abstract

A completely rigid conformation is found for the syn-nucleoside 8-bromo-2′,3′-O-isopropylidene-adenosine in apolar solvents, which is due to an effective O(5′)–H ⋯ N(3) hydrogen bond, as is demonstrated by a substantial N(3) quadrupolar broadening of the H(5″) resonances in the 1H n.m.r. spectra.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1986, 362-364

Intramolecular base–backbone association in 8-bromo-2′,3′-O-isopropylidene-adenosine. Detection of an O(5′)–H ⋯ N(3) hydrogen bond via a long range H(5″)–N(3) spin–spin coupling

L. H. Koole, H. de Boer, J. W. de Haan, C. A. G. Haasnoot, P. van Dael and H. M. Buck, J. Chem. Soc., Chem. Commun., 1986, 362 DOI: 10.1039/C39860000362

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