Structure of thecis andtrans Isomers of 2,4-Bis(diethylamino)-1,5-dimethyl-1,5,2,4-diazadiphosphorinan-6-one 2,4-Disulfide

✍ Scribed by Shevchenko, Igor V. ;Fischer, Axel ;Jones, Peter G. ;Schmutzler, Reinhard

• Publisher: Wiley (John Wiley & Sons)
• Year: 1994
• Tongue: English
• Weight: 273 KB
• Volume: 127
• Category: Article
• ISSN: 0009-2940
• DOI: 10.1002/cber.19941270711

✦ Synopsis

The 2,4-bis(dialkylamino)-1,5-dimethyl-1,5,2,4-diazadiphosphorinan-6-ones la and lb (R = CH3, a; C2H5, b) are thermally unstable. and are transformed into the bicyclic species 2 when heated to 150°C (2 Torr). The reactions of la and lb with elemental sulfur lead to the P,P'-disulfides 4a and 4b as a mixture of cis and trans isomers which are separated by column chromatography. Single-crystal X-ray structure de- terminations were conducted on compound 2 and on the cis and trans isomers of 4b. The bicyclic compound 2 is found to display crystallographic twofold symmetry. Its structure is closely similar to that of the diphenyl analogue. For the cis and trans isomers of 4 almost ideal S-P-P-S torsion angles