Molecular mechanics calculations of epoxides. Extension of the MM2 force field

• Published in: Journal of organic chemistry Vol. 54; no. 21; pp. 5032 - 5035
• Main Authors: Podlogar, Brent L, Raber, Douglas J
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 01-10-1989
• Subjects: 400201 - Chemical & Physicochemical Properties; CALCULATION METHODS; DATA; DATA ANALYSIS; EPOXIDES; INFORMATION; INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; MATHEMATICAL MODELS; MOLECULAR MODELS; NUMERICAL DATA; ORGANIC COMPOUNDS; ORGANIC OXYGEN COMPOUNDS; STRUCTURAL MODELS; THEORETICAL DATA
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo00282a016

Alliger's MM2 force field has been extended to include epoxides. Structural parameters were obtained by determining values that gave best agreement between the calculated and microwave structures of oxirane and 2-methyloxirane. The parameters were then tested with a series of additional epoxides for which previously reported structures had been determined by microwave spectroscopy and x-ray crystallography. Good agreement was found in the comparison of calculated and experimental structures. Calculated heats of formation show qualitatively good agreement for the limited number of available values in the literature.