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Reactions of S4N4 with tertiary phosphines—Synthesis of phosphiniminocyclothiazenes and their reactions

Reactions of S4N4 with tertiary phosphines—Synthesis of phosphiniminocyclothiazenes and their... The reactions of S4N4 with phosphines of the type PhPR2 (1–5) and PhR′PR [6–11 (R′ = dicyclohexylamino), R: 1,6 = pyrrolidino; 2,7 = piperidino; 3,8 = morpholino; 4,9 = N‐methylpiperazino; 5,10 = hexamethylenimino; and 11 = anilino] afford the phosphiniminocyclotrithiazene derivatives, 12–22 at room temperature. Only in the case of the phosphine 10 was the disubstituted derivative 23 isolated (in 65% yield). The trithiazene derivatives of the chiral phosphines in refluxing CH3CN produce the acyclic compounds →PN–S3N, 24–27 in ca. 60% yield. Norbornadiene reacts at room temperature with the cyclotrithiazene derivatives to give the addition products 28–35. →P=N–S3N3 derivatives are found to be stable in 2M NaOH. © 1997 John Wiley & Sons, Inc. Heteroatom Chem 8: 225–232, 1997. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Reactions of S4N4 with tertiary phosphines—Synthesis of phosphiniminocyclothiazenes and their reactions

Mohan, T.; Sudheendra Rao, M. N.
Heteroatom Chemistry , Volume 8 (3) – Jan 1, 1997
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References (12)

Publisher
Wiley
Copyright
Copyright © 1997 Wiley Subscription Services
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/(SICI)1098-1071(1997)8:3<225::AID-HC5>3.0.CO;2-B
Publisher site
See Article on Publisher Site

Abstract

The reactions of S4N4 with phosphines of the type PhPR2 (1–5) and PhR′PR [6–11 (R′ = dicyclohexylamino), R: 1,6 = pyrrolidino; 2,7 = piperidino; 3,8 = morpholino; 4,9 = N‐methylpiperazino; 5,10 = hexamethylenimino; and 11 = anilino] afford the phosphiniminocyclotrithiazene derivatives, 12–22 at room temperature. Only in the case of the phosphine 10 was the disubstituted derivative 23 isolated (in 65% yield). The trithiazene derivatives of the chiral phosphines in refluxing CH3CN produce the acyclic compounds →PN–S3N, 24–27 in ca. 60% yield. Norbornadiene reacts at room temperature with the cyclotrithiazene derivatives to give the addition products 28–35. →P=N–S3N3 derivatives are found to be stable in 2M NaOH. © 1997 John Wiley & Sons, Inc. Heteroatom Chem 8: 225–232, 1997.

Journal

Heteroatom Chemistry – Wiley

Published: Jan 1, 1997

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