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    Use of catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in amination reactions
    4.
    发明授权
    Use of catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in amination reactions 失效
    在胺化反应中使用包含镍，钯或铂和咪唑啉-2-亚基或咪唑烷-2-亚基的催化剂体系

    公开(公告)号：US06403802B1

    公开(公告)日：2002-06-11

    申请号：US09511420

    申请日：2000-02-22

    申请人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    发明人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    IPC分类号： C07F980

    CPC分类号： C07F15/0046 ,  B01J31/2265 ,  B01J31/2273 ,  B01J2231/4283 ,  B01J2531/824 ,  B01J2531/828 ,  B01J2531/847 ,  C07B37/04 ,  C07B43/04 ,  C07B49/00 ,  C07C1/321 ,  C07C67/343 ,  C07C209/10 ,  C07C213/08 ,  C07D295/023 ,  C07D295/073 ,  C07D295/096 ,  C07F15/002 ,  C07C69/76

    摘要： This invention provides a process for conducting amination reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in aminations of aryl halides and aryl pseudohalides. An amination 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 amino groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one primary amine and/or at least one secondary amine; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, 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： 本发明提供了进行胺化反应的方法。 本发明的方法利用N-杂环卡宾作为芳基卤化物和芳基拟卤化物的胺化剂中的辅助配体。 胺化可以通过在液体介质中混合至少一个强碱来进行; 至少一种其中所有取代基不是氨基的芳基卤或芳基拟卤化物，其中所述芳基卤具有直接键合到所述芳环上的至少一个卤素原子，所述卤素原子选自氯原子， 溴原子和碘原子; 至少一种伯胺和/或至少一种仲胺; 至少一种金属化合物，其包含至少一种选自镍，钯和铂的金属原子，其中所述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。

    Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene of imidazolidine-2-ylidene in suzuki coupling reactions
    5.
    发明授权
    Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene of imidazolidine-2-ylidene in suzuki coupling reactions 失效
    在铃木耦合反应中使用包含镍，钯或铂和咪唑啉-2-亚基或咪唑烷-2-亚基的催化剂体系

    公开(公告)号：US06403801B1

    公开(公告)日：2002-06-11

    申请号：US09507959

    申请日：2000-02-22

    申请人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    发明人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    IPC分类号： C07F980

    CPC分类号： C07B37/04

    摘要： This invention provides a process for conducting Suzuki coupling reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in Suzuki couplings of aryl halides and aryl pseudohalides. A Suzuki coupling 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 boronic acid groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one arylboronic acid in which all substituents are other than chlorine atoms, bromine atoms, iodine atoms, or pseudohalide groups; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, 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： 本发明提供了进行Suzuki偶联反应的方法。 本发明的方法利用N-杂环卡宾作为芳基卤化物和芳基拟卤化物的Suzuki偶联中的辅助配体。 Suzuki偶联可以通过在液体介质中混合至少一个强碱来进行; 至少一种芳族卤化物或芳基拟卤化物，其中所有取代基都不是硼酸基团，其中所述芳基卤具有直接键合到芳族环上的至少一个选自氯原子， 溴原子和碘原子; 至少一个芳基硼酸，其中所有取代基不是氯原子，溴原子，碘原子或拟卤化物基团; 至少一种金属化合物，其包含至少一种选自镍，钯和铂的金属原子，其中所述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。

    Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in kumada coupling reactions
    6.
    发明授权
    Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in kumada coupling reactions 失效
    在kumada偶联反应中使用包含镍，钯或铂和咪唑啉-2-亚基或咪唑烷-2-亚基的催化剂体系

    公开(公告)号：US06369265B1

    公开(公告)日：2002-04-09

    申请号：US09511122

    申请日：2000-02-22

    申请人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    发明人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    IPC分类号： C07C6976

    CPC分类号： C07D295/096 ,  B01J31/2265 ,  B01J31/2273 ,  B01J2231/4233 ,  B01J2531/824 ,  B01J2531/828 ,  B01J2531/847 ,  C07B37/04 ,  C07B43/04 ,  C07B49/00 ,  C07C1/321 ,  C07C41/30 ,  C07C67/293 ,  C07C67/343 ,  C07C209/10 ,  C07C213/08 ,  C07D295/023 ,  C07D295/073 ,  C07C69/76 ,  C07C69/157 ,  C07C43/205 ,  C07C43/225

    摘要： This invention provides a process for conducting Kumada coupling reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in Kumada couplings of aryl halides. A Kumada coupling can be carried out by mixing, in a liquid medium, at least one aryl halide, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one Grignard reagent; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, 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. Homocoupling of aryl pseudohalides is also feasible using the processes of this invention.

    摘要翻译： 本发明提供了一种进行Kumada偶联反应的方法。 本发明的方法利用N-杂环卡宾作为芳基卤化物的Kumada偶联中的辅助配位体。 Kumada偶联可以通过在液体介质中混合至少一种芳基卤化物进行，其中芳基卤与直接键合到芳香环上的至少一个卤素原子选自氯 原子，溴原子和碘原子; 至少一种格氏试剂; 至少一种金属化合物，其包含至少一种选自镍，钯和铂的金属原子，其中所述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。 芳基拟卤化物的同相偶联也是可行的，使用本发明的方法。

    Use a catalyst system comprising nickel palladium or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in stille coupling reactions
    9.
    发明授权
    Use a catalyst system comprising nickel palladium or platinum and imidazoline-2-ylidene or imidazolidine-2-ylidene in stille coupling reactions 失效
    在偶联反应中使用包含钯钯或铂和咪唑啉-2-亚基或咪唑烷-2-亚基的催化剂体系

    公开(公告)号：US06362357B1

    公开(公告)日：2002-03-26

    申请号：US09511654

    申请日：2000-02-22

    申请人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    发明人： Steven P. Nolan ,  Jinkun Huang ,  Mark L. Trudell ,  Chunming Zhang

    IPC分类号： C07C30929

    CPC分类号： C07D295/096 ,  B01J31/2265 ,  B01J31/2273 ,  B01J2231/4255 ,  B01J2531/824 ,  B01J2531/828 ,  B01J2531/847 ,  C07B37/04 ,  C07B43/04 ,  C07B49/00 ,  C07C1/321 ,  C07C41/30 ,  C07C67/293 ,  C07C67/343 ,  C07C209/10 ,  C07C213/08 ,  C07D295/023 ,  C07D295/073 ,  C07C69/76 ,  C07C69/157 ,  C07C43/20

    摘要： This invention provides a process for conducting Stille coupling reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in Stille couplings of aryl halides. A Stille coupling 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 stannyl groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one organotin compound wherein the tin atom is quaternary, wherein one group bound to the tin atom is unsaturated at the alpha or beta position, and wherein each of the remaining groups bound to the tin atom is a saturated group; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, 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： 本发明提供了进行Stille偶联反应的方法。 本发明的方法利用N-杂环卡宾作为芳基卤化物的Stille偶联中的辅助配位体。 Stille耦合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拟卤化物，其中所有取代基都不是甲锡烷基，其中所述芳基卤具有直接键合到所述芳族环上的至少一个卤素原子，所述卤素原子选自氯原子， 溴原子和碘原子; 至少一种有机锡化合物，其中锡原子是季铵，其中与锡原子结合的基团在α或β位是不饱和的，其中与锡原子结合的剩余基团中的每一个都是饱和基团; 至少一种金属化合物，其包含至少一种选自镍，钯和铂的金属原子，其中所述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。