# US 5,710,337 A · Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 5,710,337 A
- Document ID: US5710337A
- Status: Granted
- Kind: A
- Application number: 08/630,146
- Filed: 1996-04-10
- Granted: 1998-01-20
- Earliest claimed: 1995-05-30
- Assignees: Hoechst Celanese Corporation
- Inventors: Jerry D. Unruh; Brigitte E. Segmuller; Gabriel R. Chapa; Kent E. Pryor
- Web page: https://patentgrep.com/patent/US5710337A

## CPC

- B01J 31/2409: {with more than one complexing phosphine-P atom}
- B01J 31/2457: {comprising aliphatic or saturated rings, e.g. Xantphos}
- C07C 45/50: by oxo-reactions
- C07C 67/347: by addition to unsaturated carbon-to-carbon bonds
- C07F 9/46: Phosphinous acids [R2POH], [R2P(= O)H]: Thiophosphinous acids {including[R2PSH]; [R2P(=S)H]; Aminophosphines [R2PNH2]; Derivatives thereof}
- C07F 9/5027: {Polyphosphines}
- C07F 9/5077: {from starting materials having the structure P-Metal, including R2P-M+}
- C07F 9/509: {by reduction of pentavalent phosphorus derivatives, e.g. -P=X with X = O, S, Se or -P-Hal2}
- B01J 31/20: Carbonyls
- B01J 2231/321: Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
- B01J 2531/822: Rhodium
- B01J 2540/22: comprising fluorine, e.g. trifluoroacetate
- B01J 2540/225: comprising perfluoroalkyl groups or moieties
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.

## Claims

### Claim 1

The compound trans-2,3-Bis›bis(4-trifluoromethylphenyl)phosphinomethyl! norbornane.

### Claim 2

The compound trans-2,3-Bis›bis(3,5difluorophenyl)phosphinomethyl! norbornane.

### Claim 3

The compound trans-2,3-Bis›bis(3-fluorophenyl)phosphinomethyl! norbornane.

### Claim 4

The compound trans-2,3-Bis›bis(2,5difluorophenyl)phosphinomethyl! norbornane.