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Crystal and molecular structures of isomeric 2-morpholino-2-thiono-4-methyl-1,3,2-dioxaphosphinane and 2-morpholino-2-oxo-4-methyl-1,3,2-dioxaphosphinane

✍ Scribed by Michał W. Wieczorek; Wiesław R. Majzner; Renata Kaczmarek; Janina Baraniak; Wojciech J. Stec

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
297 KB
Volume
9
Category
Article
ISSN
1042-7163

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✦ Synopsis

Two isomeric pairs of compounds, cis-and trans-2morpholino-2-thiono-4-methyl-1,3,2-dioxaphosphinane (1A ‫ם‬ 1B) and 2-morpholino-2-oxo-4-methyl-1,3,2-dioxaphosphinane (2A ‫ם‬ 2B) were obtained and separated into the pure compounds by silica gel chromatography. Attempts at crystallization afforded 1A, 1B, and 2B. Each crystalline isomer was studied by the X-ray technique, and each crystal and molecular structures assigned. These studies revealed that 1B and 2B have exocyclic 4-CH 3 and sulfur (for 1B) or 4-CH 3 and oxygen (for 2B) in the diequatorial position (cis-geometry), while compound 1A possesses the 4-CH 3 group in equatorial position while sulfur is in an axial position (trans-geometry). For all the examined compounds, all the basic geometrical parameters, such as bond lengths, bond and torsion angles, and the deformation of a chair conformation of the sixmembered heterocyclic rings, have been established.

Dedicated to Prof. William E.

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