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1H NMR investigations on the conformation of the spirodioxolanes derived from vicinal diols. II—The ketal of cyclohexanone and racemic 1,2-propanediol

✍ Scribed by C. Csunderlik; T. Chirilǎ; R. Bacaloglu


Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
314 KB
Volume
18
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The methylene, methine and methyl protons at C‐2 and C‐3 from the dioxolane moiety in 2‐methyl‐1,4‐dioxaspiro[4.5]decane constitute an ABMX~3~ coupling system. The analysis data obtained and, also, the application of the Karplus rule to the value of the J(AB) vicinal coupling constant, confirm the axial orientation of the A methine proton and the pseudoequatorial orientation of the B methylene proton. These findings agree with a ‘half‐chair’ conformation of the 1,3‐dioxolane ring.


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