RESTRICTED ROTATION IN 3-(1-NAPHTHYL)-2-THIOHYDANTOIN

Authors
RYCZEK J BOJARSKI AJ SZNELER E MOKROSZ JL
Citation
J. Ryczek et al., RESTRICTED ROTATION IN 3-(1-NAPHTHYL)-2-THIOHYDANTOIN, Polish Journal of Chemistry, 69(10), 1995, pp. 1451-1454
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Polish Journal of Chemistry → ACNP
ISSN journal
01375083
Volume
69
Issue
10
Year of publication
1995
Pages
1451 - 1454
Database
ISI
SICI code
0137-5083(1995)69:10<1451:RRI3>2.0.ZU;2-F
Abstract
3-(1-Naphthyl)-(1) and 3-(2-naphthyl)-2-thiohydantoin (2) have been ob tained with a high yield of 78% and 98%, respectively. The presence of two rotational isomers of 1 in a solution has been evidenced by the H -1 NMR spectroscopy. Molecular modelling studies of 1 and 2 have shown that rotation of the 1-naphthyl substituent around the inter-ring N-C bond is drastically restricted in relation to the 2-naphthyl group.