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CYCLIC SULFUR-NITROGEN COMPOUNDS AND PHOSPHORUS REAGENTS .13. REACTIONS OF CYCLIC SULFUR-NITROGEN CHLORIDES WITH PH(3)P-INFLUENCES OF TERTIARY BASE, ET(3)N AND THE RING SIZE OF THE CYCLOTHIAZYL CHLORIDE ON THE PRODUCT FORMATION
Date Issued
1995
Author(s)
MOHAN, T
SENTHIVEL, P
RAO, MNS
Abstract
Similar to the reactions with S4N3Cl and S3N3Cl3, triphenylphosphine reacts with five-membered cyclic sulphur-nitrogen chlorides namely, S3N2Cl and S3N2Cl2 to give triphenylphosphiniminium chloride, Ph(3)P=NH2+Cl- as the major product. Maximum yield (ca. 90%) is obtained when triphenylphosphine is reacted with S3N2Cl in acetonitrile at room temperature in 2: 1 molar ratio. Analogous reactions performed in presence of triethylamine afford two cyclothiazene products containing phosphinimino substituent. The ring size of the S-N chloride seems to determine the nature of phosphiniminocyclothiazenes formed. A rationalization of the results obtained has been attempted.
Volume
34