2-Arylperimidine derivatives. Part 1. Synthesis, NMR spectroscopy, X-ray crystal and molecular structures
- 1 January 1995
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 1389-1398
- https://doi.org/10.1039/p29950001389
Abstract
The synthesis and NMR spectroscopy of seven 2-phenyl- 2-(2-hydroxyphenyl)- and 2-(2-methoxyphenyl)perimidines 1–7 are described. The X-ray structural characterization of four perimidine derivatives: 2-(2-hydroxyphenyl)perimidine (2), 2-(9-anthryl)perimidine (4), 1-methyl-2-phenylperimidine (5) and 1-methyl-2-(2-methoxyphenyl)perimidine (7) is reported. The conformation of the molecules in the crystal has been compared with the results of a quantum chemical analysis at the AM1 level. The agreement between the predicted and the experimental conformations depends on the presence of strong intramolecular hydrogen bonds.Keywords
This publication has 11 references indexed in Scilit:
- The Structure of 1H‐Perimidin‐2(3H)‐one and Its Derivatives in the solid state (x‐ray crystallography and CP/MAS 13C‐NMR), in solution (13C‐NMR), and in the gas phase (mass spectrometry)Helvetica Chimica Acta, 1994
- Crystal structures of 2-(2-methoxyphenyl) perimidine and its hemihydrateJournal of Chemical Crystallography, 1993
- New ultraviolet stabilizers: 3- and 5-(2'-hydroxyphenyl)pyrazolesJournal of the American Chemical Society, 1992
- An Improved One-Pot Method for the Preparation of 2-Substituted 1H-PerimidinesSynthetic Communications, 1991
- SIR88 – a direct-methods program for the automatic solution of crystal structuresJournal of Applied Crystallography, 1989
- Parst: A system of fortran routines for calculating molecular structure parameters from results of crystal structure analysesComputers & Chemistry, 1983
- Geometrical substituent parameters for benzene derivatives: inductive and resonance effectsTetrahedron Letters, 1979
- Deformations around a bondJournal of Chemical Crystallography, 1979
- General definition of ring puckering coordinatesJournal of the American Chemical Society, 1975
- A study of the synthesis and some reactions of perimidinesJournal of Heterocyclic Chemistry, 1968