公开(公告)号：US08293905B2

公开(公告)日：2012-10-23

申请号：US12664960

申请日：2008-06-18

Applicant: Taku Asaumi ,  Takashi Kamikawa

Inventor： Taku Asaumi ,  Takashi Kamikawa

IPC: C07F7/02 ,  C07D213/22

CPC classification number: C07C39/15 ,  C07C1/26 ,  C07C45/72 ,  C07C49/84 ,  C07C2523/06 ,  C07C2531/22 ,  C07D239/28 ,  C07D333/02 ,  C07F7/0812 ,  C07F7/0814 ,  C07C15/14 ,  C07C49/784

Abstract: A bipyridine compound represented by the formula (1): wherein R1, R2 and R3 each independently represent a C1-C10 alkyl group which may be substituted etc., and R4, R5, R6, R7 and R8 each independently represent a hydrogen atom etc., a transition metal complex obtained by contacting a bipyridine compound represented by the formula (1) with a compound of a transition metal belonging to Group 9, 10 or 11, and a method for production of a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of the transition metal complex.

Abstract translation: 由式（1）表示的联吡啶化合物：其中R1，R2和R3各自独立地表示可以被取代的C1-C10烷基等，R4，R5，R6，R7和R8各自独立地表示氢原子等 通过使式（1）表示的联吡啶化合物与属于第9,10或11族的过渡金属的化合物接触而得到的过渡金属络合物和共轭芳香族化合物的制造方法，其特征在于，使芳香族化合物 （A）其中一个或两个离去基团与具有与上述芳香族化合物（A）相同结构的芳香族化合物（A）或芳香族化合物（B）的结构不同的芳香族化合物（A） 上述芳香族化合物（A），并且在过渡金属络合物的存在下具有与芳香环结合的一个或两个离去基团。

公开(公告)号：US08237002B2

公开(公告)日：2012-08-07

申请号：US12989900

申请日：2009-04-28

Applicant: Taku Asaumi ,  Takashi Kamikawa

Inventor： Taku Asaumi ,  Takashi Kamikawa

IPC: C07C1/00 ,  C07C1/20

CPC classification number: C07C1/321 ,  C07B37/04 ,  C07C17/263 ,  C07C41/30 ,  C07C45/68 ,  C07C51/00 ,  C07C209/68 ,  C07C253/30 ,  C07C2603/24 ,  C07D215/04 ,  C07D215/18 ,  C07D333/08 ,  C07D333/28 ,  C07C15/28 ,  C07C15/24 ,  C07C25/18 ,  C07C43/205 ,  C07C47/546 ,  C07C211/45 ,  C07C255/50

Abstract: A method for producing an unsaturated organic compound represented by the formula (3): (Y1)m-1—R1—R2—(Y2)n-1  (3) wherein Y1 represents R2 or X1, and Y2 represents R1 or B(X2)2, which comprises reacting a compound represented by the formula (1): R1(X1)m  (1) wherein R1 represents an aromatic group or the like, X1 represents a leaving group and m represents 1 or 2, with a compound represented by the formula (2): R2{B(X2)2}n  (2) wherein R2 represents an aromatic group or the like, X2 represents a hydroxyl group or the like, and n represents 1 or 2, in the presence of (a) a nickel compound selected from a nickel carboxylate, nickel nitrate and a nickel halide, (b) a phosphine compound such as 1,4-bis(dicyclohexylphosphino) butane, (c) an amine selected from a primary amine and a diamine such as N,N,N′,N′-tetramethyl-1,2-ethanediamine, and (d) an inorganic base.

Abstract translation: 由式（3）表示的不饱和有机化合物的制造方法：（Y1）m-1-R1-R2-（Y2）n-1（3）其中Y1表示R2或X1，Y2表示R1或B（ X2）2，其包括使式（1）表示的化合物：R1（X1）m（1）其中R1表示芳族基团等，X1表示离去基团，m表示1或2，与化合物 由式（2）表示：R2 {B（X2）2} n（2）其中R2表示芳族基团等，X2表示羟基等，n表示1或2，在 （a）选自镍羧酸盐，硝酸镍和卤化镍的镍化合物，（b）膦化合物如1,4-双（二环己基膦基）丁烷，（c）选自伯胺和二胺的胺 例如N，N，N'，N'-四甲基-1,2-乙二胺，和（d）无机碱。

公开(公告)号：US20110046336A1

公开(公告)日：2011-02-24

申请号：US12673846

申请日：2008-07-25

Applicant: Taku Asaumi ,  Takashi Kamikawa

Inventor： Taku Asaumi ,  Takashi Kamikawa

IPC: C08G75/24 ,  C07F7/10 ,  C07F15/04

CPC classification number: C07D213/22 ,  B01J31/1608 ,  B01J31/1815 ,  B01J2531/847 ,  C07C1/26 ,  C07C17/269 ,  C07C41/30 ,  C07C45/68 ,  C07C253/30 ,  C07C2523/06 ,  C07C2531/22 ,  C07D215/06 ,  C07D333/04 ,  C07F7/0814 ,  C08G61/10 ,  C08G2261/1424 ,  C08G2261/1428 ,  C08G2261/148 ,  C08G2261/312 ,  C08G2261/416 ,  C07C15/14 ,  C07C25/18 ,  C07C49/84 ,  C07C255/51 ,  C07C43/2055

Abstract: A transition metal complex obtained by contacting a bipyridine compound represented by the formula (1): wherein R1, R2 and R3 represent a C1-C10 alkyl group which may be substituted, etc., and R4 and R5 represent a hydrogen atom etc., with a compound of a transition metal belonging to Group 9, 10 or 11, and a process for producing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of said transition metal complex.

Abstract translation: 通过使由式（1）表示的联吡啶化合物：其中R 1，R 2和R 3表示可被取代的C 1 -C 10烷基等获得的过渡金属络合物，并且R 4和R 5表示氢原子等， 具有属于第9,10或11族的过渡金属的化合物和共轭芳族化合物的制备方法，其包括使芳族化合物（A）与芳族化合物（芳基）键合在一个或两个离去基团上的芳族化合物（A） A）具有与上述芳族化合物（A）或芳香族化合物（B）的结构相同的结构，其与上述芳香族化合物（A）的结构不同且具有与芳香环结合的一个或两个离去基团 在所述过渡金属络合物的存在下。

公开(公告)号：US08088883B2

公开(公告)日：2012-01-03

申请号：US12673846

申请日：2008-07-25

Applicant: Taku Asaumi ,  Takashi Kamikawa

Inventor： Taku Asaumi ,  Takashi Kamikawa

IPC: C08G61/00

CPC classification number: C07D213/22 ,  B01J31/1608 ,  B01J31/1815 ,  B01J2531/847 ,  C07C1/26 ,  C07C17/269 ,  C07C41/30 ,  C07C45/68 ,  C07C253/30 ,  C07C2523/06 ,  C07C2531/22 ,  C07D215/06 ,  C07D333/04 ,  C07F7/0814 ,  C08G61/10 ,  C08G2261/1424 ,  C08G2261/1428 ,  C08G2261/148 ,  C08G2261/312 ,  C08G2261/416 ,  C07C15/14 ,  C07C25/18 ,  C07C49/84 ,  C07C255/51 ,  C07C43/2055

Abstract: A transition metal complex obtained by contacting a bipyridine compound represented by the formula (1): wherein R1, R2 and R3 represent a C1-C10 alkyl group which may be substituted, etc., and R4 and R5 represent a hydrogen atom etc., with a compound of a transition metal belonging to Group 9, 10 or 11, and a process for producing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of said transition metal complex.

Abstract translation: 通过使由式（1）表示的联吡啶化合物：其中R 1，R 2和R 3表示可被取代的C 1 -C 10烷基等获得的过渡金属络合物，并且R 4和R 5表示氢原子等， 具有属于第9,10或11族的过渡金属的化合物和共轭芳族化合物的制备方法，其包括使芳族化合物（A）与芳族化合物（芳基）键合在一个或两个离去基团上的芳族化合物（A） A）具有与上述芳族化合物（A）或芳香族化合物（B）的结构相同的结构，其与上述芳香族化合物（A）的结构不同且具有与芳香环结合的一个或两个离去基团 在所述过渡金属络合物的存在下。

公开(公告)号：US20110046380A1

公开(公告)日：2011-02-24

申请号：US12989900

申请日：2009-04-28

Applicant: Taku Asaumi ,  Takashi Kamikawa

Inventor： Taku Asaumi ,  Takashi Kamikawa

IPC: C07D215/06 ,  C07C41/30 ,  C07C17/263 ,  C07C253/30 ,  C07C45/68 ,  C07C209/68 ,  C07D333/10 ,  C07C15/14 ,  C07C15/24 ,  C07C15/28

CPC classification number: C07C1/321 ,  C07B37/04 ,  C07C17/263 ,  C07C41/30 ,  C07C45/68 ,  C07C51/00 ,  C07C209/68 ,  C07C253/30 ,  C07C2603/24 ,  C07D215/04 ,  C07D215/18 ,  C07D333/08 ,  C07D333/28 ,  C07C15/28 ,  C07C15/24 ,  C07C25/18 ,  C07C43/205 ,  C07C47/546 ,  C07C211/45 ,  C07C255/50

Abstract: A method for producing an unsaturated organic compound represented by the formula (3): (Y1)m-1—R1—R2—(Y2)n-1  (3) wherein Y1 represents R2 or X1, and Y2 represents R1 or B(X2)2, which comprises reacting a compound represented by the formula (1): R1(X1)m  (1) wherein R1 represents an aromatic group or the like, X1 represents a leaving group and m represents 1 or 2, with a compound represented by the formula (2): R2{B(X2)2}n  (2) wherein R2 represents an aromatic group or the like, X2 represents a hydroxyl group or the like, and n represents 1 or 2, in the presence of (a) a nickel compound selected from a nickel carboxylate, nickel nitrate and a nickel halide, (b) a phosphine compound such as 1,4-bis(dicyclohexylphosphino) butane, (c) an amine selected from a primary amine and a diamine such as N,N,N′,N′-tetramethyl-1,2-ethanediamine, and (d) an inorganic base.

Abstract translation: 由式（3）表示的不饱和有机化合物的制造方法：（Y1）m-1-R1-R2-（Y2）n-1（3）其中Y1表示R2或X1，Y2表示R1或B（ X2）2，其包括使式（1）表示的化合物：R1（X1）m（1）其中R1表示芳族基团等，X1表示离去基团，m表示1或2，与化合物 由式（2）表示：R2 {B（X2）2} n（2）其中R2表示芳族基团等，X2表示羟基等，n表示1或2，在 （a）选自镍羧酸盐，硝酸镍和卤化镍的镍化合物，（b）膦化合物如1,4-双（二环己基膦基）丁烷，（c）选自伯胺和二胺的胺 例如N，N，N'，N'-四甲基-1,2-乙二胺，和（d）无机碱。

公开(公告)号：US20100184978A1

公开(公告)日：2010-07-22

申请号：US12664960

申请日：2008-06-18

Applicant: Taku Asaumi ,  Takashi Kamikawa

Inventor： Taku Asaumi ,  Takashi Kamikawa

IPC: C07D403/04 ,  C07F7/08 ,  C07F15/04 ,  C07C41/30 ,  C07C45/72 ,  C07C37/11 ,  C07D409/04 ,  C07C1/00

CPC classification number: C07C39/15 ,  C07C1/26 ,  C07C45/72 ,  C07C49/84 ,  C07C2523/06 ,  C07C2531/22 ,  C07D239/28 ,  C07D333/02 ,  C07F7/0812 ,  C07F7/0814 ,  C07C15/14 ,  C07C49/784

Abstract: A bipyridine compound represented by the formula (1): wherein R1, R2 and R3 each independently represent a C1-C10 alkyl group which may be substituted etc., and R4, R5, R6, R7 and R8 each independently represent a hydrogen atom etc., a transition metal complex obtained by contacting a bipyridine compound represented by the formula (1) with a compound of a transition metal belonging to Group 9, 10 or 11, and a method for production of a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of the transition metal complex.

Abstract translation: 由式（1）表示的联吡啶化合物：其中R1，R2和R3各自独立地表示可以被取代的C1-C10烷基等，R4，R5，R6，R7和R8各自独立地表示氢原子等 通过使式（1）表示的联吡啶化合物与属于第9,10或11族的过渡金属的化合物接触而得到的过渡金属络合物和共轭芳香族化合物的制造方法，其特征在于，使芳香族化合物 （A）其中一个或两个离去基团与具有与上述芳香族化合物（A）相同结构的芳香族化合物（A）或芳香族化合物（B）的结构不同的芳香族化合物（A） 上述芳香族化合物（A），并且在过渡金属络合物的存在下具有与芳香环结合的一个或两个离去基团。

公开(公告)号：US07217677B2

公开(公告)日：2007-05-15

申请号：US10757148

申请日：2004-01-14

Applicant: Tamon Itahashi ,  Takashi Kamikawa

Inventor： Tamon Itahashi ,  Takashi Kamikawa

IPC: B01J31/00

CPC classification number: C07F15/04 ,  C07B37/04 ,  C07C1/321 ,  C07C17/263 ,  C07C29/32 ,  C07C29/34 ,  C07C41/30 ,  C07C45/68 ,  C07C67/293 ,  C07C253/30 ,  C07C2523/755 ,  C07C2531/22 ,  C07C2601/14 ,  C07D213/30 ,  C07D307/42 ,  C07D307/79 ,  C07F15/045 ,  C07C43/205 ,  C07C15/107 ,  C07C49/76 ,  C07C13/28 ,  C07C33/20 ,  C07C69/157 ,  C07C11/02 ,  C07C43/164 ,  C07C43/2055 ,  C07C13/47 ,  C07C43/23 ,  C07C33/28 ,  C07C33/46 ,  C07C43/225 ,  C07C22/08 ,  C07C255/33 ,  C07C255/34

Abstract: A method is provided for producing a specific crosscoupling compound and a specific catalyst for producing the compound. The method includes reacting in the presence of a base and a nickel compound catalyst organic halide of the formula n′(R1X1n), wherein R1 is a hydrocarbon group and the α and β carbons to X′ are sp3 carbon atoms; X1 is a chlorine, bromine, or iodine atoms, and n and n1 and 1 or 2 but not both 2, with a compound having the formula m{R2(BX22)n′} where an R2 is an aryl, heteroaryl, or alkenyl group, and n′ is 1 or 2, X2 is independently a hydroxyl group, an alkoxy or arylalkoxy group or X22 together form an alkylenedioxy or arylenedioxy group, and m represents 1 or 2 but m≦n, and the boron atom is bonded to a sp2 carbon atom of R2 group or a boronic acid trimer anhydride.

Abstract translation: 提供了一种用于制备特定的交叉耦合化合物和用于制备该化合物的特定催化剂的方法。 该方法包括在碱和镍化合物催化剂存在下反应，式中n'（R 1，X 1，N 2） 其中R 1是烃基，X'的α和β碳是sp 3 O 3个碳原子; X 1是一个氯，溴或碘原子，n和n和1和1或2而不是两者与具有式m的化合物{ 其中R 2是芳基，其中R 2是芳基 ，杂芳基或烯基，n'为1或2，X 2独立地为羟基，烷氧基或芳基烷氧基或X 2 2， / SUB一起形成亚烷基二氧基或亚芳基二氧基，m表示1或2，但m <= n，硼原子与R 2的S SUP>基团或硼酸三聚体酐。

公开(公告)号：US06965037B2

公开(公告)日：2005-11-15

申请号：US10199028

申请日：2002-07-22

Applicant: Takashi Kamikawa ,  Osamu Maruyama

Inventor： Takashi Kamikawa ,  Osamu Maruyama

IPC: B01J25/02 ,  C07B61/00 ,  C07D209/88 ,  C07D209/82

CPC classification number: C07D209/88

Abstract: Disclosed is a method for producing an aminocarbazole by catalytically reducing a nitrocarbazole, wherein as a catalyst is used an active nickel-based catalyst prepared by contacting a nickel-based catalyst with an alkali and an iron compound under a hydrogen gas or inert gas atmosphere in an inert solvent, and according to the method of the present invention, decrease in reaction speed, decrease in yield of a product or the like depending upon the lot of the starting nitrocarbazoles can be prevented, and aminocarbazoles can be produced in a good yield constantly.

Abstract translation: 公开了通过催化还原硝基咔唑制备氨基咔唑的方法，其中使用催化剂作为催化剂，其通过在氢气或惰性气体气氛下使镍基催化剂与碱和铁化合物接触而制备的活性镍基催化剂 惰性溶剂，并且根据本发明的方法，可以防止反应速度的降低，产物的收率降低等，这取决于起始硝基咔唑的批次，氨基咔唑可以以良好的产率不断地产生 。

公开(公告)号：US06548678B1

公开(公告)日：2003-04-15

申请号：US10252552

申请日：2002-09-24

Applicant: Keiko Yamamoto ,  Takashi Kamikawa

Inventor： Keiko Yamamoto ,  Takashi Kamikawa

IPC: C07D24918

CPC classification number: C07D249/18

Abstract: Disclosed is a method for producing 5-phenoxycarbonylbenzotriazole (I): by reacting 1H-benzotriazole-5-carboxylic acid (II): with diphenyl carbonate (III):

Abstract translation: 公开了5-苯氧基羰基苯并三唑（I）的制备方法：使1H-苯并三唑-5-羧酸（II）与碳酸二苯酯（III）反应：

公开(公告)号：US08598349B2

公开(公告)日：2013-12-03

申请号：US13144010

申请日：2010-01-18

Applicant: Seiji Oda ,  Takashi Kamikawa ,  Akio Tanaka

Inventor： Seiji Oda ,  Takashi Kamikawa ,  Akio Tanaka

IPC: C07D401/04

CPC classification number: C07C45/72 ,  C07B37/04 ,  C07C17/269 ,  C07C41/30 ,  C07C67/343 ,  C07C253/30 ,  C07C303/30 ,  C08G61/12 ,  C08G2261/3442 ,  C08G2261/3444 ,  C07C25/18 ,  C07C49/76 ,  C07C49/84 ,  C07C69/76 ,  C07C43/2055 ,  C07C315/04

Abstract: A method for manufacturing a conjugated aromatic compound comprising reacting an aromatic compound (A) substituted with a halogen as a leaving group with an aromatic compound (A) or an aromatic compound (B) substituted with a halogen as a leaving group and is structurally different from the aromatic compound (A), in the presence of (i) a nickel compound, (ii) a metal reducing agent, (iii) at least one ligand (L1) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-withdrawing group, and a 1,10-phenanthroline compound having at least one electron-withdrawing group, and (iv) at least one ligand (L2) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-releasing group, and a 1,10-phenanthroline compound having at least one electron-releasing group.

Abstract translation: 一种共轭芳香族化合物的制造方法，其特征在于，包括使被取代为离去基团的卤素的芳香族化合物（A）与作为离去基团的卤素取代的芳香族化合物（A）或芳香族化合物（B）反应，结构不同 在芳族化合物（A）中，在（i）镍化合物，（ii）金属还原剂，（iii）至少一种选自2,2'-联吡啶的配体（L1）的存在下， 具有至少一个吸电子基团的化合物和具有至少一个吸电子基团的1,10-菲咯啉化合物，和（iv）至少一种选自2,2'- 具有至少一个电子释放基团的联吡啶化合物和具有至少一个电子释放基团的1,10-菲咯啉化合物。