Synthesis and structure of the mesocyclic compounds, 5-phenyl-l-thia-5-phosphacyclooctane, Cis-and trans-1,5-Diphenyl-1,5-diphosphacyclooctane and their phosphine oxides

Toto, Susan D. ; Arbuckle, Brian W. ; Bharadwaj, Parimal K. ; Takahashi Doi, Joyce ; Kenneth Musker, W. (1991) Synthesis and structure of the mesocyclic compounds, 5-phenyl-l-thia-5-phosphacyclooctane, Cis-and trans-1,5-Diphenyl-1,5-diphosphacyclooctane and their phosphine oxides Phosphorus, Sulfur, and Silicon and the Related Elements, 56 (1-4). pp. 27-38. ISSN 1042-6507

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Official URL: http://www.tandfonline.com/doi/abs/10.1080/1042650...

Related URL: http://dx.doi.org/10.1080/10426509108038063

Abstract

Three 1.5-disubstituted eight-membered ring meSocycles, 5-phenyl-l-thia-5-phosphacyclooctane, 2, cis-and trans-1,5-diphenyl-1,5-diphosphacyclooctane. 5a and 5b, have been synthesized. The diastereomers 5a and 5b were separated by preparative HPLC and the stereochemical assignments confirmed by an X-ray crystal structure of 5b. The X-ray crystal structures of 5-phenyl-1-thia-5-phosphacyclooctane 5-oxide, 1, and trans-l,5-diphenyl-l,5-diphosphacyclooctane 1.5-dioxide, 3b, are also reported. MeSocycles 1, 3b and 5b are in the boat-chair conformation and are devoid of any indications of transannular interactions.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
Keywords:Medium Rings; Mesocycles; Diastereomeric Diphosphines; Phosphine Sulfides; Phosphine Oxides; X-ray Structures
ID Code:78716
Deposited On:23 Jan 2012 03:49
Last Modified:23 Jan 2012 03:49

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