The kinetics and mechanism of the phosphorus-catalysed dimerisation of acrylonitrile
C áDennis Hall, BR Tweedy, AC Hall
Index: Hall, C. Dennis; Lowther, Nicholas; Tweedy, Bruce R.; Hall, Adam C.; Shaw, Gordon Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 2047 - 2054
Full Text: HTML
Citation Number: 0
Abstract
Isopropyl diarylphosphinites (Ar2POPri) catalyse the dimerisation of acrylonitrile (AN) to a mixture of cis-and trans-1, 4-dicyanobut-1-ene (cis, trans-DCB-1), trans-1, 4-dicyanobut-2- ene (DCB-2) and 2, 4-dicyanobut-1-ene (MGN). The kinetics and mechanism of the reaction, which is a potential source of hexamethylenediamine, are reported in detail and the factors which govern rate and selectivity to DCB-1 and DCB-2 rather than MGN are elaborated.
Related Articles:
[Chahdoura, Faouzi; Pradel, Christian; Gomez, Montserrat Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3648 - 3660]
Fluoride-mediated phosphination of alkenes and alkynes by silylphosphines
[Hayashi, Minoru; Matsuura, Yutaka; Watanabe, Yutaka Tetrahedron Letters, 2004 , vol. 45, # 50 p. 9167 - 9169]
Synthesis and Aza-Wittig reactions of Cyclic Amino-phosphonium Salts
[Sakai, Toshito; Kodama, Takuya; Fujimoto, Tetsuya; Ohta, Kazuchika; Yamamoto, Iwao; Kakehi, Akikazu Journal of Organic Chemistry, 1994 , vol. 59, # 23 p. 7144 - 7147]