Mechanism of the Chapman rearrangement of N-arylbenzimidates on the basis of a molecular structure established by X-ray crystallography
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 2,p. 205-209
- https://doi.org/10.1039/p29870000205
Abstract
The crystal and molecular structure of 2-methoxycarbonyl-1-naphthyl N-(1-naphthyl)benzimidate (11), which gives dibenz[ch]acridinone (13) in the Chapman rearrangement, has been determined by X-ray diffraction. The mechanism of the Chapman rearrangement can be interpreted on the basis of the X-ray data, in particular the observation of a non-bonded N C interaction (2.648 Å).Keywords
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