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首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >Palladium complexes of anionic N-heterocyclic carbenes derived from sydnones in catalysis
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Palladium complexes of anionic N-heterocyclic carbenes derived from sydnones in catalysis

机译：sydnones衍生的阴离子N-杂环卡宾的钯配合物的催化作用

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摘要

The anion of N-phenylsydnone, which can be generated on treatment of N-phenylsydnone with cyanomethyllithium without decomposition, can be represented as tripolar zwitterionic and as anionic N-heterocyclic carbene resonance forms. Its palladium complex was prepared from 4-bromo-3-phenylsydnone and tetrakis(triphenylphosphine) palladium and proved to be active as catalyst in Suzuki-Miyaura reactions. Thus, 2,5-dibromo-3,4-dinitrothiophene was effectively converted into 2,5-diaryl-3,4-dinitrothiophenes with 1-naphthyl, (4-trifluoromethoxy) phenyl, [4-(methylsulfanyl) phenyl], and biphenyl-4-yl boronic acid. 3-(Phenanthren-9-yl) quinoline was prepared by Suzuki-Miyaura reaction starting from 3-bromoquinoline. 1-Chloro-2,4-dinitrobenzene cross-coupled with phenyl boronic acid, 1-naphthyl boronic acid, 9-phenanthryl boronic acid. 4-Bromobenzylic alcohol gave (4-isopropylphenyl) methanol on sydnone-palladium complex-catalyzed reaction with isopropyl boronic acid.
机译：N-苯基亚砜的阴离子可通过氰基甲基锂处理N-苯基亚砜而不分解而生成，可表示为三极两性离子和阴离子N-杂环卡宾共振形式。它的钯配合物是由4-溴-3-苯基亚砜和四（三苯基膦）钯制得的，被证明在Suzuki-Miyaura反应中具有催化活性。因此，将2，5-二溴-3，4-二硝基噻吩有效地转化为具有1-萘基，（4-三氟甲氧基）苯基，[4-（甲基硫烷基）苯基]和2，5-二芳基-3，4-二硝基噻吩。联苯-4-基硼酸。从3-溴喹啉开始，通过Suzuki-Miyaura反应制备3-（菲蒽-9-基）喹啉。 1-氯-2，4-二硝基苯与苯基硼酸，1-萘基硼酸，9-菲基硼酸交联。 4-溴苄醇在异丙基硼酸与丙酮-钯配合物催化的反应中得到（4-异丙基苯基）甲醇。

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