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US3674825A Expired / Lapsed US ⏱️ 0.0 years remaining

Halo(aryl)metal compounds and method of preparation

Assignee: Union Carbide Corp
•
Filing: 1969-09-30
•
Granted: 1972-07-04
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Expires: 1989-09-30
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Abstract

Abstract Halo(aryl)metal compounds are readily produced when a Group VIII metal or a compound or complex of a Group VIII metal is reacted with an aryl halide substituted with electron-withdrawing groups. The compounds have utility as catalysts for the oxidation of methyl benzenes and as intermediates in the arylation of olefins.

Inventors

  • 👤 Peter S Fitton
  • 👤 Edward A Rick

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 21:07
CPC Classifications
C; C07; C07F; C07F15/00; C07F15/04; B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1845; B01J31/185; B01J31/1865; B01J31/1875; B01J31/24; B01J31/2404; C07F15/0006; C07F15/006; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/824

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 157 words
A method for producing a halo (aryl) palladium (II) complex having the following structural formula: wherein X is selected from the group consisting of chlorine, bromine, and iodine; L and L'' are the same or different monodentate or bidentate ligands containing phosphorus in the form of phosphine, phosphinite, phosphonite or phosphite radicals, each ligand having up to 36 carbon atoms; a is an integer from 1 to 5 and R is a radical selected from the group consisting of hydrogen, alkyl, alkoxy, aryloxy, amino, nitro, nitroso, cyano, carbonyl, carboalkoxy, carboxamide, N,N-dialkylcarboxamide, N,N-diarylcarboxamide, aryl, aroyl, and halo wherein each R radical can be the same or different with the proviso that the net effect of the R radicals is to lower the electron density of the ring comprising reacting a palladium (O) complex which will provide the ligands defined above with an aryl halide having the following structural formula: wherein X, R, and a are as defined above.
Claim 2
Independent Claim 157 words
A method for producing a halo (aryl) palladium (II) complex having the following structural formula: wherein X is selected from the group consisting of chlorine, bromine, and iodine; L and L'' are the same or different monodentate or bidentate ligands containing phosphorus in the form of phosphine, phosphinite, phosphonite or phosphite radicals, each ligand having up to 36 carbon atoms; a is an integer from 1 to 5 and R is a radical selected from the group consisting of hydrogen, alkyl, alkoxy, aryloxy, amino, nitro, nitroso, cyano, carbonyl, carboalkoxy, carboxamide, N,N-dialkylcarboxamide, N,N-diarylcarboxamide, aryl, aroyl, and halo wherein each R radical can be the same or different with the proviso that the net effect of the R radicals is to lower the electron density of the ring comprising reacting a palladium (O) complex which will provide the ligands defined above with an aryl halide having the following structural formula: wherein X, R, and a are as defined above.
Claim 3
Dependent Claim 10 words
The method of claim 1 wherein said ligand is triphenylphosphine.
Claim 4
Dependent Claim 12 words
The method of claim 1 wherein said aryl halide contains nitro groups.
Claim 5
Dependent Claim 12 words
The method of claim 1 wherein said aryl halide contains nitrile groups.
Claim 6
Dependent Claim 13 words
The method of claim 1 wherein said aryl halide contains additional halo groups.
Claim 7
Dependent Claim 14 words
The method of claim 1 wherein said aryl halide contains carboalkoxy or carboaryloxy groups.
Claim 8
Dependent Claim 14 words
The method of claim 1 wherein said aryl halide contains alkanoyl or aroyl groups.
Claim 9
Dependent Claim 29 words
A complex having the following structural formula: wherein X is selected from the group consisting of chlorine, bromine and iodine and R is selected from the group consisting of
Claim 10
Dependent Claim 29 words
A complex having the following structural formula: wherein X is selected from the group consisting of chlorine, bromine and iodine and R is selected from the group consisting of
Claim 11
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 12
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 13
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 14
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 15
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 16
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 17
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 18
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 19
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 20
Dependent Claim 13 words
A complex according to claim 8 wherein X is chlorine and R is
Claim 21
Dependent Claim 13 words
A complex according to claim 8 wherein X is bromine and R is
Claim 22
Dependent Claim 13 words
A complex according to claim 8 wherein X is bromine and R is
Claim 23
Dependent Claim 13 words
A complex according to claim 8 wherein X is bromine and R is
Claim 24
Dependent Claim 13 words
A complex according to claim 8 wherein X is iodine and R is

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-07-04 1976-01-03 1976-07-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-07-04 1980-01-03 1980-07-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-07-04 1984-01-03 1984-07-04 $7700.00 Window Closed / Lapsed

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