Effect of base on alkyltriphenylphosphonium salts in polar aprotic solvents
JN Ngwendson, CM Schultze…
Index: Ngwendson, Julius N.; Schultze, Cassandra M.; Bollinger, Jordan W.; Banerjee, Anamitro Canadian Journal of Chemistry, 2008 , vol. 86, # 7 p. 668 - 675
Full Text: HTML
Citation Number: 7
Abstract
When arylmethyl phosphonium salts are treated with a base (eg, t-BuOK or NaH) they homocouple to form symmetric 1, 2-diarylethenes. In some cases, dilution and (or) use of excess base lead to very high yields of the product. This reaction is solvent sensitive: the reaction occurs only when polar aprotic solvents such as acetonitrile or DMSO are used. Other alkyl phosphonium salts (eg, ethoxycarbonylmethyltriphenylphosphonium bromide ...
Related Articles:
[Yuanyao Xu; Zhong Li; Jiazhi Xia; Huiju Guo; Yaozeng Huang Synthesis, 1984 , # 9 p. 781 - 782]
Proline/pipecolinic acid-promoted copper-catalyzed P-arylation
[Dalpozzo, Renato; De Nino, Antonio; Miele, Daniela; Tagarelli, Antonio; Bartoli, Giuseppe European Journal of Organic Chemistry, 1999 , # 9 p. 2299 - 2301]
The Action of Grignard Reagents on Diaryl Phosphinyl Chlorides1
[Morrison Journal of the American Chemical Society, 1950 , vol. 72, p. 4820]
Reactions of (1-chlorovinyl) diphenylphosphine oxide with organometallic reagents
[Cardellicchio, Cosimo; Fiandanese, Vito; Naso, Francesco; Pietrusiewicz, K. Michal; Wisniewski, Witold Tetrahedron Letters, 1993 , vol. 34, # 19 p. 3135 - 3138]
Antiinflammatory and analgesic activity of tertiary phosphine oxides
[Beznosko, B. K.; Usanova, V. M.; Zhuravleva, L. V.; Kharitonov, A. V.; Bondarenko, N. A.; et al. Pharmaceutical Chemistry Journal, 1990 , vol. 24, # 4 p. 244 - 247 Khimiko-Farmatsevticheskii Zhurnal, 1990 , vol. 24, # 4 p. 22 - 23]