Cyclic sulfur nitrogen compounds and phosphorus reagents: Part XII. Reactions of S4N4 with (2-pyridylamino) phosphines [1]

✍ Scribed by T. Mohan; C. J. Thomas; M. N. Sudheendra Rao; G. Aravamudan; Auke Meetsma; Johan C. van de Grampel

• Publisher: John Wiley and Sons
• Year: 1994
• Tongue: English
• Weight: 564 KB
• Volume: 5
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.520050105

✦ Synopsis

Tetrasulfurtetranitride, S f l , reacts with (2-pyridylamino)-diphenylphosphine in MeCN at room temperature to form the cyclotrithiazene (NCjHflH)-Ph,PN-S3N3 (1) in good yield. By contrast, the cyclophosphathiazeries Ph,PS2N3 (2) and l,5(Ph,P)fi2N4 (3) are isolated ;from the same reaction mixture under reflux conditions. I n solution, compound 1 is found to be transformed into 2. The reaction of SJV, with (2-pyridylamino)phenyl(dicyclohexylaminolphosphine in MeCN at room temperature affords Ph(DCA)PS2N3 (4) (DCA = dicylohexylamino) as the only reaction product. This on treatment with norbomadiene produces the addition product The structure of 4 has been established by X-ray diffraction. Its PSN ring adopts a skew boat conformation with 5-N bond lengths varying from 1.574(4) to 1.606(4) A. The mean value ,of the endocyclic P-N bonds amounts to I .618(3) A.