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Definitive identification of the C-5 and C-7 NMR signals of adamantan-2-ol (1985)

Srivastava, S. ; Cheung, C. K. ; Le Noble, W. J.

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 23 (1985), S. 232-235

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ISSN: 0749-1581

Keywords: Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The E- and Z-5-deuterioadamantan-2-ols have been synthesized by an unambiguous route. The 13C NMR spectra show the familiar 1:1:1 splitting of one of the C-5 or C-7 signals, thus allowing a definite assignment of the δ-atoms to be made. This assignment is in accord with the conclusion of Duddeck and Islam. Revised assignments are offered for the reported configurations of the 5-bromo- and -chloro-adamantan-2-ols, and several unusual remote deuterium isotope shifts are reported.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/mrc.1260230404

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