A Facile Protocol for the Convenient Preparation of Phosphino-and Phosphono-Containing Trans-1,2-Difluorovinylsilanes

Authors: Tsai, Hou-Jen¹; Hsieh, Chi-Wei¹; Wu, Shyi-Chen²

Source: Phosphorus, Sulfur, and Silicon and the Related Elements, Volume 182, Number 2, February 2007 , pp. 491-501(11)

Publisher: Taylor and Francis Ltd

Buy & download fulltext article:

Price: $56.94 plus tax (Refund Policy)

Abstract:

Attempted preparation of phosphono containing trans-1,2-difluoro-1-phenyldimethylsilyl ethylenes R2P(O)CF = CFSiMePh 3 by deprotonation of HFC = CFSiMe2Ph 2 followed by acylation with R2P(O)Cl was unsuccessful. However, acylation of the lithium salt of 2 with R2PCl gave R2PCF = CFSiMe2Ph 4, which on subsequent oxidation with hydrogen peroxide or tert-butylhydroperoxide afforded a series of compounds trans-R2P(O)CF = CFSiMe2Ph 3 in good yields.

Keywords: Acylation; deprotonation; trans-1,2-difluoroethylene; oxidation

Document Type: Research article

DOI: http://dx.doi.org/10.1080/10426500600977346

Affiliations: 1: Department of Applied Chemistry, Chung Cheng Institute of Technology, National Defense University, Taoyuan, Taiwan, R.O.C. 2: Department of Chemistry, R.O.C. Military Academy, Kaohsiung, Taiwan, R.O.C.

Publication date: 2007-02-01