1,5-dimethyl-2,3,3,4-tetrachloro-1,5,2,4-diazadiphosphorinan-6-one and some derivatives. Part II

✍ Scribed by J. Krill; I. V. Shevchenko; A. Fischer; P. G. Jones; R. Schmutzler

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 351 KB
• Volume: 8
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1997)8:2<165::aid-hc9>3.0.co;2-d

✦ Synopsis

The title compound 1 was allowed to react with catechol, 2,3-dihydroxynaphthalene, tetrabromocatechol, resorcinol, saligenin, and 3,5-di-tert-butylcatechol in the presence of triethylamine to form compounds 4a-4d and 4f. Whereas the catechol derivative 4a, the naphthol derivative 4b, and the tetrabromocatechol derivative 4c could be readily obtained, the saligenin derivative 4d and the 3,5-di-tert-butylcatechol derivative 4f were found to be stable only in solution. Contrary to expectation, compound 4e was not formed in the reaction of 1 with resorcinol. The reaction of 1 with 1,2,4,5-tetrahydroxybenzene led to the pentacyclic derivative 4g. Reaction of hydroquinone with 1 led to the formation of the polycyclic structure 4h. Crystal structure analyses of 4a and 4b show that the nine-membered rings adopt essentially identical "tub" conformations in which the P and O atoms are coplanar. The P-C-P angles (across the CCl 2 bridge) are wide (ca. 119Њ).