ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
N.M.R. Spectroscopical Investigations on the Conformational Behaviour of Some 2′ - and 3′-Halogen-substituted Pyrimidine NucleosidesA series of 2′- and 3′-halogenated pyrimidine nucleosides has been synthesized and investigated by 1H, 13C and 19F n.m.r. spectroscopy. The 1H and 13C chemical shifts for the positions 2′ and 3′ depend linearly but oppositely on the substituent electronegativities XR.The conformational equilibrium N ⇌ S of the nucleosides in solution is determined. An approximately linear correlation between the prefered gauche-gauche interaction of the exocyclic CH2OH groups and the ribose N conformation has been found.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19833250602