Spectroscopic study of 3‐methyl‐2,4‐diphenyl‐3‐azabicyclo[3.3.1]nonan‐9‐α(β)‐ols | Zendy

Iriepa I. | Zendy; GilAlberdi B. | Zendy; Galvez E. | Zendy

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Spectroscopic study of 3‐methyl‐2,4‐diphenyl‐3‐azabicyclo[3.3.1]nonan‐9‐α(β)‐ols

Author(s) -

Iriepa I.,

GilAlberdi B.,

Galvez E.

Publication year - 1992

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570290239

Subject(s) - chemistry , nonane , ring (chemistry) , cyclohexane , nuclear magnetic resonance spectroscopy , cyclohexane conformation , stereochemistry , bicyclic molecule , spectroscopy , computational chemistry , organic chemistry , molecule , hydrogen bond , physics , quantum mechanics

3‐Methyl‐2,4‐diphenyl‐3‐azabicyclo[3.3.1]nonan‐9‐α(β)‐ols have been synthesized and studied by ir, 1 H and 13 C nmr spectroscopy. In deuteriochloroform and perdeuteriobenzene solutions, these compounds adopt a flattened chair‐chair conformation in which the cyclohexane ring is more flattened. From the 1 H and 13 C nmr data, several stereoelectronic effects have been deduced. The complete and unambiguous assignment of all protons of the 3‐azabicyclo[3.3.1]nonane system, not described up to date, has been carried out.

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