Abstract
The 2,5-bis(phosphinoylmethyl)-thiophenes [(Oct)(EtO)P(O)CH 2]2C4H2S and [(Ph)(EtO)P(O)CH 2]2C4H2S are obtained from the appropriate phosphites, RP(OEt)2 (R=Oct, Ph) and (BrCH 2)2C4H2S by using Arbusov reaction conditions. The analog [(Oct)2P(O)CH2]2C 4H2S is more conveniently obtained via the reaction of the phosphono-Grignard reagent (Oct)2P(O)MgBr and (BrCH 2)2C4H2S. An improved alternate Arbusov synthesis of the known [Ph2P(O)CH2] 2C4H2S is described along with its conversion to [Ph2P(S)CH2]2C4H2S via Lawesson chemistry. The new compounds are characterized by MS, IR and NMR methods, and the molecular structures of [Ph2P(O)CH2] 2C4H2S and [Ph2P(S)CH 2]2C4H2S have been confirmed by single crystal X-ray diffraction methods.
Original language | English (US) |
---|---|
Pages (from-to) | 25-36 |
Number of pages | 12 |
Journal | Main Group Chemistry |
Volume | 10 |
Issue number | 1 |
DOIs | |
State | Published - 2011 |
Keywords
- Synthesis
- X-ray crystal sstructure
- phosphine oxide
- phosphine sulfide
- phosphite
- thiophene