Silicon–carbon unsaturated compounds. 73. Photolysis of cis- and trans-1,2-dimethyl-1,2-diphenyl-1,2-disilacyclohexane in the presence of tert-butyl alcohol and acetone
作者:Akinobu Naka、Kuninori Nakano、Mitsuo Ishikawa、Young-Woo Kwak
DOI:10.1016/j.jorganchem.2006.01.025
日期:2006.5
2-diphenyl-1,2-disilacyclohexane (1b) with tert-butyl alcohol under the same conditions gave stereospecifically trans-2,3-benzo-1-tert-butoxy-1,4-dimethyl-4-phenyl-1,4-disilacyclooct-2-ene (2b) in 41% isolated yield, along with a 12% yield of 3. Similar photolysis of 1a and 1b with tert-butyl alcohol-d1 produced 2a and 2b, respectively, in addition to 1-[(tert-butoxy)(monodeuteriomethyl)(phenyl)silyl]-4-(
在带有叔丁醇的正己烷存在下,用带有Vycor滤光片的低压汞灯照射顺式-1,2-二甲基-1,2-二苯基-1,2-二硅环己烷(1a),以高立体定向性进行。得到顺式-2,3-苯并-1-叔丁氧基-1,4-二甲基-4-苯基-1,4-二硅环辛基-2-烯(2a),分离产率为33%,产率为15% 1-[(叔丁氧基)甲基苯基甲硅烷基] -4-(甲基苯基甲硅烷基)丁烷(3)。叔丁基对反式-1,2-二甲基-1,2-二苯基-1,2-二硅环己烷(1b)的光解丁醇在相同条件下以41%的分离产率得到立体有择的反式-2,3-苯并-1-叔丁氧基-1,4-二甲基-4-苯基-1,4-二硅环辛-2-烯(2b) ,产率12%,为3。除了1-[(叔丁氧基)(单十二甲基)(苯基)甲硅烷基] -4-(甲基苯基甲硅烷基)丁烷外,用叔丁醇-d 1对1a和1b进行类似的光解分别产生2a和2b。当1a和1b在己烷溶液中用丙酮光解时,顺式和反式以