Synthesen und Eigenschaften ethinylierter und trimethylsilylethinylierter Molekülsysteme mit 1,6-Methano10annulen-Partialstruktur

摘要

2-Trimethylsilylethinylated 1,6-methano10annulene1 awas obtained by reaction of 2-bromo-1,6-methano10annulene with trimethylsilylacetylene in the presence of bis-(triphenylphosphin-)-Pd (II) chloride and Cu(I) and also by reaction of 1,1-diiodo-2-(1,6-methano10annulene-2-yl)-ethene (2) withn-buthyl-lithium followed by hydrolysis.1 areacts with 2NNaOH to 2-ethinyl-1,6-methano10annulene (1 b). 2,7- and 2,10-dibromo-1,6-methano10annulene can be substituted to give the trimethylsilylethinylated compounds3 a–6 a, which then can be transformed with 2NNaOH into the desilylated products3 b–