Arene-immobilized ru(II)TsDPEN complexes: synthesis and applications to the asymetric transfer hydrogenation of ketones

Patent metadata

Field	Value
Publication number	US-11459287-B1
Application number	US-202117495171-A
Country	US
Kind code	B1
Filing date	Oct 6, 2021
Priority date	Oct 6, 2021
Publication date	Oct 4, 2022
Grant date	Oct 4, 2022

Abstract

Arene-immobilized Ru(II)TsDPEN Noyori-Ikariya catalysts anchored to silica through the coordinated η6-arene are provided. The catalysts efficiently catalyze many reactions, including the asymmetric transfer hydrogenation of ketones to alcohols.

First claim

We claim:

1. A method of catalyzing asymmetric hydrogenation of a ketone, comprising
contacting the ketone with a hydrogen donor in the presence of the arene-Ru (II) catalyst having the formula

wherein X is a halogen or CN,
Y and Z are the same or different and each is a carbon ring structure:
L is a carbon linker; and
◯ is a silica support.

2. The method of claim 1 , wherein the ketone is:

3. The method of claim 1 , wherein the hydrogen donor is HCO 2 H/NEt 3 , Me 2 NHBH 3 , NaBH 4 , KO 2 CH, NH 4 O 2 CH or HCO 2 H.

4. The method of claim 1 , wherein the method is conducted by or incorporated into a continuous flow process.

5. The method of claim 1 , wherein the arene-Ru (II) catalyst is generated in situ.

Assignees

• Univ King Abdulaziz

Inventors

• Alshaikh Hind Faisal
• Knight Julian

Classifications

• C07F17/02

  of metals of Groups 8, 9 or 10 of the Periodic Table · CPC title

• C07B41/02

  of hydroxy or O-metal groups · CPC title

• C07D333/22

  Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom · CPC title

• C07D307/46

  Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom · CPC title

• C07B53/00 Primary

  Asymmetric syntheses · CPC title