Alkaline cleavage reactions of tetraalkylphosphonium salts
KL Marsi, JE Oberlander
Index: Marsi,K.L.; Oberlander,J.E. Journal of the American Chemical Society, 1973 , vol. 95, p. 200 - 204
Full Text: HTML
Citation Number: 21
Abstract
Abstract: Several representative tetraalkylphosphonium salts have been decomposed with potassium hydroxide in 70z aqueous dimethyl sulfoxide, a solvent greatly enhancing the nucleophilic activity of the hydroxide ion. The effects of ring size of cyclic phosphonium salts on cleavage products and rates are clearly evident with ring opening paralleling ring strain. Alcohols have been discovered to accompany phosphine oxide formation, but no alkenes ...
Related Articles:
Cyclic phosphonium ionic liquids
[Lall-Ramnarine, Sharon I.; Mukhlall, Joshua A.; Wishart, James F.; Engel, Robert R.; Romeo, Alicia R.; Gohdo, Masao; Ramati, Sharon; Berman, Marc; Suarez, Sophia N. Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 271 - 275]
Cyclic phosphonium ionic liquids
[Lall-Ramnarine, Sharon I.; Mukhlall, Joshua A.; Wishart, James F.; Engel, Robert R.; Romeo, Alicia R.; Gohdo, Masao; Ramati, Sharon; Berman, Marc; Suarez, Sophia N. Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 271 - 275]
Rates of Hydroxide Decomposition of Cyclic Phosphonium Salts
[Cremer,S.E. et al. Journal of Organic Chemistry, 1971 , vol. 36, p. 3226 - 3231]
Breaking the ring through a room temperature catalytic Wittig reaction
[O'Brien, Christopher J.; Lavigne, Florie; Coyle, Emma E.; Holohan, Andrew J.; Doonan, Bryan J. Chemistry - A European Journal, 2013 , vol. 19, # 19 p. 5854 - 5858]
A new synthesis of heterocyclic phosphorus compounds
[Davies,J.H. et al. Journal of the Chemical Society [Section] C: Organic, 1966 , p. 245 - 247]