Health & Environmental Research Online (HERO)


Print Feedback Export to File
1348073 
Journal Article 
Formation of epoxides from pentacoordinated organoarsenic compounds with a beta-hydroxyethyl group 
Jiang, XinD; Matsukawa, S; Fukuzaki, Y; Yamamoto, Y 
2010 
1 
New Journal of Chemistry
ISSN: 1144-0546
EISSN: 1369-9261 
34 
8 
1623-1629 
WOS:000280514300020 
A series of pentacoordinated organoarsenic compounds (arsoranes) bearing a beta-hydroxyethyl group (4a, 6a and 6b) was synthesized. The crystal structures were determined by single crystal X-ray analysis. Treatment of these arsoranes with KH almost quantitatively gave the corresponding epoxide. The reaction of 4a having an unsubstituted beta-hydroxyethyl group with KH was monitored by H-1 and F-19 NMR in CD3CN, suggesting that a hexacoordinate arsenic anion was formed as the intermediate. However, a further stereochemical study of the epoxide formation suggested that the reaction proceeded in the S(N)2 manner and not in the ligand coupling reaction (LCR) of the intermediate hexacoordinate arsenic anion.