Molecular structure of the double Diels–Alder cycloadduct of 2-pyrone and cycloocta-1,5-diene. Very close intramolecular H/H contact and some comments
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 963-966
- https://doi.org/10.1039/p29930000963
Abstract
The molecular structure of the double Diels–Alder adduct (DDA) of 5-methoxycarbonyl-2-pyrone and 1,5-cyclooctadiene has been clarified by single crystal X-ray analysis on the phenylurethane of the hydroxymethyl derivative obtained from LiAlH4 reduction of the DDA adduct. The X-ray analysis indicates that the DDA adduct has very close non-bonded H/H contacts of ca. 1.94 Å. The observed data are compared with those derived from the MM- and MO-optimized structures.Keywords
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