首页> 外文学位 >I. Catalytically active and recyclable zirconocene functionalized polymeric disks. II. Solid phase and solution phase synthesis of 2-arylcycloalka-2,4-dienone derivatives employing 1-phenylsulfanyl)methylphenylsulfone.

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I. Catalytically active and recyclable zirconocene functionalized polymeric disks. II. Solid phase and solution phase synthesis of 2-arylcycloalka-2,4-dienone derivatives employing 1-phenylsulfanyl)methylphenylsulfone.

机译：I.催化活性和可回收的锆茂官能化的聚合物盘。二。使用1-苯基硫烷基）甲基苯基砜的2-芳基环烷基-2，4-二烯酮衍生物的固相和溶液相合成。

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I. We achieved the synthesis of the first example (to our knowledge) of a polymerizable zirconocene dichloride and incorporated the zirconocene dichloride unit at a cross-link between polymer chains. Co-polymerization of bis(4-vinylbenzylcyclopentadienyl)zirconium dichloride and styrene in a test tube, followed with extraction of the polymer rod and slicing into 'disks' 1--3 mm thick and 5 mm in diameter gave the supported zirconocene species that exhibited both stoichiometric and catalytic activity. The disks catalyzed reaction of trimethylaluminium and phenylacetylene to give alpha-methylstyrene with modest turnover numbers and are active over at least six recyclings. We have demonstrated that polymerization of an otherwise sensitive organometallic can give rise to polymer-bound species exhibiting both catalytic activity and recyclability.; II. The use of 1-(phenylsulfanyl)methylphenylsulfone in solution phase synthesis has shown great versatility in the preparation of a small library of 2 arylcycloalka-2,4-dienone derivatives. The reaction sequence of 1-(phenylsulfanyl)methylphenylsulfone carbanion addition to alkenyl aryl ketones, followed with Trost's protocol for 1,2-aryl migration, regioselective allylation, Grubbs' ruthenium catalyzed ring closing metathesis, and finally oxidation and dehydrosulfenylation gave 2-arylcycloalka-2,4-dienones with modest to excellent yields. The syntheses demonstrate high potential for adaptation of the methodology to solid phase combinatorial synthesis. Solid phase organic synthesis of the 2-arylcycloalka-2,4-dienones employing 1-(phenylsulfanyl)methylphenylsulfone substrates is currently under experimental investigation.

机译：I.我们完成了（据我们所知）可聚合二氯化锆的第一个实例的合成，并在聚合物链之间的交联处引入了二氯化锆单元。双（4-乙烯基苄基环戊二烯基）二氯化锆与苯乙烯在试管中进行共聚合，然后抽出聚合物棒并切成厚度为1--3 mm，直径为5 mm的“圆盘”，从而得到了表现出支撑力的锆茂物种。化学计量和催化活性。圆盘催化三甲基铝和苯乙炔的反应，得到具有适度周转数的α-甲基苯乙烯，并且在至少六次循环中具有活性。我们已经证明，否则本来敏感的有机金属的聚合可以产生表现出催化活性和可回收性的聚合物结合的物质。二。 1-（苯基硫烷基）甲基苯基砜在溶液相合成中的使用在制备2个芳基环烷基-2,4-二烯酮衍生物的小型文库中显示出极大的通用性。 1-（苯基硫烷基）甲基苯基砜碳负离子加成链烯基芳基酮的反应顺序，接着是Trost协议进行1,2-芳基迁移，区域选择性烯丙基化，Grubbs钌催化的闭环易位，最后进行氧化和脱氢硫烯基化，得到2-芳基环烷基- 2,4-二壬烯，产量中等至优异。合成证明该方法适用于固相组合合成的高潜力。使用1-（苯基硫烷基）甲基苯基砜底物的2-芳基环烷基-2，4-二酮的固相有机合成目前正在实验研究中。

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作者
Hok, Saphon.;
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University of California, Davis.;

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授予单位 University of California, Davis.;
学科 Chemistry Organic.; Chemistry Polymer.
学位 Ph.D.
年度 2004
页码 284 p.
总页数 284
原文格式 PDF
正文语种 eng
中图分类有机化学;高分子化学（高聚物）;
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I. Catalytically active and recyclable zirconocene functionalized polymeric disks. II. Solid phase and solution phase synthesis of 2-arylcycloalka-2,4-dienone derivatives employing 1-phenylsulfanyl)methylphenylsulfone.

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