Reactivity of 1-boraadamantanes towards bis(trialkylstannyl)ethynes. First examples of 3-boratricyclo[5.3.1.13,9]dodecanes, and the molecular structure of a tetraalkyldiboroxane
作者:Bernd Wrackmeyer、Elena V Klimkina、Wolfgang Milius、Yuri N Bubnov
DOI:10.1016/j.jorganchem.2003.07.015
日期:2003.12
1-Boraadamantane (1) and 2-ethyl-1-boraadamantane (1(2-Et)) react with bis(trialkylstannyl)ethynes (3), R3Sn–CC–SnR3 with R=Me (a), Et (b), in a 1:1 molar ratio by 1,1-organoboration under very mild conditions to give the 4-methylene-3-borahomoadamantane derivatives 4a,b and 7a,b, respectively, which are dynamic at room temperature with respect to deorganoboration. The compounds 4a,b react further
1-Boraadamantane(1)和2-乙基-1-boraadamantane(1(2-Et))与双(三烷基锡烷基)乙炔(3),R 3 Sn–CC–SnR 3(R = Me)反应(a) ,Et(b),在非常温和的条件下通过1,1-有机硼化以1:1的摩尔比得到分别在室温下是动态的4-亚甲基-3-硼亚甲基金刚烷衍生物4a,b和7a,b。关于去组织化。化合物4a,b与3a,b进一步反应通过1,1-有机基化形成三环丁二烯衍生物5a,b。尝试结晶4a提供了水解产物二硼烷6a,其通过X射线结构分析表征。所有产物在溶液中通过1 H-,11 B-,13 C-和119 Sn-NMR光谱进行表征。