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1. 发明授权

US06586599B1 Catalyzed coupling reactions of aryl halides with silanes 失效
标题翻译：芳基卤化物与硅烷的催化偶联反应
公开(公告)号：US06586599B1
公开(公告)日：2003-07-01
申请号：US09553542
申请日：2000-04-20
申请人： Steven P. Nolan , Hon Man Lee
发明人： Steven P. Nolan , Hon Man Lee
IPC分类号： C07D21322
CPC分类号： C07C67/343 , B01J31/1805 , B01J31/2273 , B01J31/2404 , B01J2231/42 , B01J2531/824 , B01J2531/828 , B01J2531/847 , C07B37/04 , C07B43/04 , C07B49/00 , C07C1/321 , C07C41/30 , C07C209/10 , C07C213/08 , C07D295/023 , C07D295/073 , C07D295/096 , C07C69/76 , C07C43/20
摘要： A process for conducting coupling reactions of aryl halides with unsaturated silanes is described. The processes use N-heterocyclic carbenes as ancillary ligands in these coupling reactions. A coupling of an aryl halide with an unsaturated silane can be carried out by mixing, in a liquid medium, at least one strong base; at least one aryl halide or aryl pseudohalide in which all substituents are other than silyl groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one chlorine atom, bromine atom, or iodine atom; at least one silane wherein the silicon atom is quaternary, wherein one group bound to the silicon atom is unsaturated at the alpha or beta position, and wherein each of the remaining groups bound to the silicon atom is a saturated hydrocarbyl or a saturated hydrocarbyloxy group; at least one nickel, palladium, or platinum compound, wherein the formal oxidation state of the metal is zero or two; and at least one N-heterocyclic carbene. One preferred type of N-heterocyclic carbene is an imidazoline-2-ylidene of the formula wherein R1 and R2 are each, independently, alkyl or aryl groups having at least 3 carbon atoms, R3 and R4 are each, independently, a hydrogen atom, a halogen atom, or a hydrocarbyl group.
摘要翻译：描述了芳基卤化物与不饱和硅烷进行偶联反应的方法。这些方法在这些偶联反应中使用N-杂环卡宾作为辅助配体。芳基卤化物与不饱和硅烷的偶联可以通过在液体介质中混合至少一个强碱来进行; 至少一种芳基卤或芳基卤化物，其中所有取代基都不是甲硅烷基，其中芳基卤已直接与芳环键合，至少一个氯原子，溴原子或碘原子; 至少一种硅烷，其中所述硅原子是季铵，其中与所述硅原子结合的基团在α或β位是不饱和的，并且其中与所述硅原子结合的剩余基团中的每一个为饱和烃基或饱和烃氧基; 至少一种镍，钯或铂化合物，其中金属的形式氧化态为零或二; 和至少一个N-杂环卡宾。 N-杂环卡宾的一种优选类型是式R 2的咪唑啉-2-亚基，R 2各自独立地为具有至少3个碳原子的烷基或芳基，R 3和R 4各自独立地为氢原子，卤素原子或烃基。

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