Method for hydroformylating cyclooctadiene using 4-([1,1′:3′,1″-terphenyl]-2′-yloxy)-S-dinaphtho[2,1-D:1′,2′-F][1,3,2]dioxaphosphepine

Patent metadata

Field	Value
Publication number	US-10167245-B2
Application number	US-201815939395-A
Country	US
Kind code	B2
Filing date	Mar 29, 2018
Priority date	Apr 11, 2017
Publication date	Jan 1, 2019
Grant date	Jan 1, 2019

Abstract

A catalytic method for hydroformylating cyclooctadiene substrate involving forming a reaction mixture that includes the cyclooctadiene and a precursor of or a transitional metal ligand complex where the ligand has structure (1):

(1) H 2 and CO are fed into the reaction mixture and the mixture is heated to convert the cyclooctadiene into an aldehyde. A preferred ligand is 4-([1,1′:3′,1″-terphenyl]-2′-yloxy)-S-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine.

First claim

The invention claimed is:

1. A method for hydroformylating cyclooctadiene, comprising the method steps of:
a) initially charging cyclooctadiene;
b) adding a complex comprising:
a metal atom selected from: Rh, Ru, Co, Ir, and
a ligand having the structure (1):

or
adding a precursor complex comprising a metal atom selected from: Rh, Ru, Co, lr, and a compound having the structure (1):

c) feeding in H 2 and CO,
d) heating the reaction mixture, wherein the cyclooctadiene is converted to an aldehyde.

2. The method according to claim 1 ,
wherein the metal atom is Rh.

3. The method according to claim 1 ,
wherein the precursor complex comprises cyclooctadiene.

4. The method according to claim 1 ,
wherein the precursor complex is [(acac)Rh(COD)].

5. The method according to claim 1 ,
wherein the reaction mixture is heated to a temperature in the range of 50° C. to 70° C. in method step d).

Assignees

• Evonik Degussa Gmbh

Inventors

• Dyballa Katrin Marie
• Franke Robert
• Fridag Dirk
• Hess Dieter
• Selent Detlef
• Börner Armin

Classifications

• B01J2231/321

  Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title

• C07C2531/18

  containing nitrogen, phosphorus, arsenic or antimony · CPC title

• C07C2531/28

  of the platinum group metals, iron group metals or copper · CPC title

• B01J2531/0266

  Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL" · CPC title

• B01J2531/822

  Rhodium · CPC title