NMR study of the exchange reactions between allyltrialkyltin compounds and lewis acids part 1. Exchanges with boron tribromide and trifluoride and titanium tetrachloride
作者:Paul Harston、James L. Wardell、Daniele Marton、Giuseppe Tagliavini、Peter J. Smith
DOI:10.1016/s0020-1693(00)83155-2
日期:1989.8
Abstract Reactions between BX 3 (X = F or Br) and TiCl 4 with R 1 CHCHCH 2 SnR 3 [ I , R = Me, Bu or cyclohexyl(Cy); R 1 = H or Me] have been studied by NMR spectroscopy. Allyl group-bromine exchanges occur between I and BBr 3 at −60 °C; at higher temperatures ( c . −10 °C) I (R = Me or Bu but not Cy) reacts further to give R 2 SnBr 2 . No allyl group-fluorine exchange products were detected from
摘要BX 3(X = F或Br)与TiCl 4与R 1 CH = CHCH 2 SnR 3 [I,R = Me,Bu或环己基(Cy); R 1 = H或Me]已经通过NMR光谱研究。烯丙基溴交换在I和BBr 3之间于-60°C进行;在较高温度(约-10°C)下,I(R = Me或Bu而不是Cy)进一步反应生成R 2 SnBr 2。在低于-20℃的条件下,I与BF 3·Et 2 O之间的反应未检测到烯丙基-氟交换产物。但是,在25°C时(R = Me,R 1 = H)容易与BF 3·Et 2 O反应,主要的可溶性锡产物为Me 4 Sn。化合物I和TiCl 4在30°C时快速生成R 3 SnCl和[RCHCHCH 2] TiCl 3。