GB1128879A - A process for the preparation of dimers and/or trimers of bicyclo [2,2,1] heptadiene-2,5 and alkyl derivatives thereof - Google Patents

A process for the preparation of dimers and/or trimers of bicyclo [2,2,1] heptadiene-2,5 and alkyl derivatives thereof

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Publication number
GB1128879A
GB1128879A GB26074/67A GB2607467A GB1128879A GB 1128879 A GB1128879 A GB 1128879A GB 26074/67 A GB26074/67 A GB 26074/67A GB 2607467 A GB2607467 A GB 2607467A GB 1128879 A GB1128879 A GB 1128879A
Authority
GB
United Kingdom
Prior art keywords
compound
heptadiene
bicyclo
electron
catalyst
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB26074/67A
Inventor
Gunter Zoche
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB1128879A publication Critical patent/GB1128879A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/90—Ring systems containing bridged rings containing more than four rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,128,879. Polymerizing bicycloheptadienes. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ N.V. 6 June, 1967 [8 June, 1966], No. 26074/67. Heading C5E. Bicyclo[2,2,1]heptadiene-2,5 and alkyl derivatives thereof are dimerized and/or trimerized at 100-200‹ C. in the presence of (a) a catalyst which is a complex compound of a metal of Groups I B or VIII of the Periodic Table in a low oxidation state (preferably zero) as the central atom with electron-yielding compounds as ligands; and (b) a dienophilic compound, e.g. maleic anhydride, benzoquinone, acrylic acid, acrolein, acrylonitrile or cinnamaldehyde. The catalyst is preferably an iron complex, which may be prepared by mixing a suitable iron con pound with the electron-yielding compound, and optionally, if the iron is not already in a low oxidation state, with a reducing agent such as a trialkyl or alkoxydialkyl aluminium. The electron-yielding compound may be bicyclo[2,2,1]-heptadiene-2,5 or its dimer, another olefin, or a triaryl phosphine, and carbonyl g o ps may also be present. Preferably the starting material is boiled with the dienophilic compound prior to contact with the catalyst. The dimerisation and/or trimerisation is preferably conducted in the absence of a solvent, and the products may be hydrogenated in the presence of Raney nickel.
GB26074/67A 1966-06-08 1967-06-06 A process for the preparation of dimers and/or trimers of bicyclo [2,2,1] heptadiene-2,5 and alkyl derivatives thereof Expired GB1128879A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DES104198A DE1239305B (en) 1966-06-08 1966-06-08 Process for the preparation of the dimers and optionally trimers of bicyclo [2, 2, 1] heptadiene-2, 5 or its alkyl derivatives

Publications (1)

Publication Number Publication Date
GB1128879A true GB1128879A (en) 1968-10-02

Family

ID=7525694

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26074/67A Expired GB1128879A (en) 1966-06-08 1967-06-06 A process for the preparation of dimers and/or trimers of bicyclo [2,2,1] heptadiene-2,5 and alkyl derivatives thereof

Country Status (3)

Country Link
DE (1) DE1239305B (en)
GB (1) GB1128879A (en)
NL (1) NL6707832A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT393020B (en) * 1987-11-03 1991-07-25 Vaillant Gmbh Burner, in particular gas burner

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE626407A (en) *
DE1197083B (en) * 1961-12-27 1965-07-22 Shell Int Research Process for the preparation of dimers and trimers of bicyclo- [2, 2, 1] -heptadiene- (2, 5)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT393020B (en) * 1987-11-03 1991-07-25 Vaillant Gmbh Burner, in particular gas burner

Also Published As

Publication number Publication date
DE1239305B (en) 1967-04-27
NL6707832A (en) 1967-12-11

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