Cross-coupling reaction catalyst

Patent metadata

Field	Value
Publication number	US-12017208-B2
Application number	US-201917269093-A
Country	US
Kind code	B2
Filing date	Aug 28, 2019
Priority date	Aug 31, 2018
Publication date	Jun 25, 2024
Grant date	Jun 25, 2024

Abstract

It is an object of the present invention to provide a catalyst for a cross-coupling reaction in which an organometallic complex is sufficiently immobilized on a carrier and an object product can be easily obtained in a high yield and in a relatively short reaction time with a relatively small amount of use. The catalyst for a cross-coupling reaction of the present invention has a carrier part composed of a synthetic resin and an organometallic complex part immobilized on the carrier part by chemical bonding, and has a structure represented by formula (P1), wherein in (P1) R 1 , R 2 may be the same or different, and is a substituent such as a hydrogen atom. R 3 , R 4 , R 5 , R 6 , R 8 , R 9 may be the same or different and are substituents, such as a hydrogen. X represents a halogen atom, and R 7 represents a substituent having 3 to 20 carbon atoms with a π bond. RS1 represents the main chain of the synthetic resin precursors having —CH 2 OH group at their end.

First claim

The invention claimed is:

1. A catalyst for a cross-coupling reaction used in a cross-coupling reaction, the catalyst represented by formula (P1) which is obtained by a condensation reaction in accordance with an equation (M3),

wherein, in the formula (P1) and the equation (M3),
R 1 and R 2 may be the same or different and are alkyl group,
R 3 , R 4 , R 5 , R 6 , R 8 and R 9 may be the same or different and are, respectively, at least one substituent selected from the group consisting of hydrogen atom, halogen atom, alkyl group, alkoxy group, alkenyl group, aryl group, hydroxy group, oxycarbonyl group, cyano group, formyl group, amino group, allyloxy group, nitro group, and silyl group,
X represent a halogen atom, and
R 7 represents a substituent having carbon number of 3 to 20 with a π bond, or, a ligand selected from amine compound, phosphine compound, nitrile compound, or sulfur compound,
the compound (M2) in the equation (M3) comprises a repeating unit represented by formula (M6) and a repeating unit represented by formula (M7):

in which n is an integer of more than 1, and m is an integer of more than 1.

2. The catalyst for a cross-coupling reaction in accordance with claim 1 , used for a C—N cross-coupling reaction.

3. The catalyst for a cross-coupling reaction used in a cross-coupling reaction, wherein the compound (M2) in the equation (M3) is a Wang Resin.

Assignees

• N E Chemcat Corp
• Aist

Inventors

• Mizusaki Tomoteru
• Takagi Yukio
• Choi Junchul
• Fukaya Norihisa
• Matsumoto Kazuhiro

Classifications

• C07C209/10 Primary

  with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings · CPC title

• B01J2531/824

  Palladium · CPC title

• C07C211/48

  N-alkylated amines · CPC title

• C07B61/00

  Other general methods · CPC title

• B01J31/2291

  Olefins · CPC title