CA2259721A1 - Cyclic aryl ethers, thioethers and amines, and method for preparation - Google Patents

Cyclic aryl ethers, thioethers and amines, and method for preparation Download PDF

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Publication number
CA2259721A1
CA2259721A1 CA 2259721 CA2259721A CA2259721A1 CA 2259721 A1 CA2259721 A1 CA 2259721A1 CA 2259721 CA2259721 CA 2259721 CA 2259721 A CA2259721 A CA 2259721A CA 2259721 A1 CA2259721 A1 CA 2259721A1
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CA
Canada
Prior art keywords
cyclic
bimetallized
aryl compound
thioethers
aryl
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.)
Granted
Application number
CA 2259721
Other languages
French (fr)
Other versions
CA2259721C (en
Inventor
Alaa S. Abd-El-Aziz
Christine R. De Denus
Leslie J. May
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.)
University of Winnipeg
Original Assignee
University of Winnipeg
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Filing date
Publication date
Application filed by University of Winnipeg filed Critical University of Winnipeg
Priority to CA 2259721 priority Critical patent/CA2259721C/en
Publication of CA2259721A1 publication Critical patent/CA2259721A1/en
Application granted granted Critical
Publication of CA2259721C publication Critical patent/CA2259721C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00—Metallocenes
    • C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms

Abstract

Cyclic aryl ethers, thioethers or amines, and methods for synthesis are disclosed. These cyclic aryl compounds are synthesized by combining a first dinucleophile with a substituted benzene metallized electron-withdrawing complex, having halo or nitro substituent groups, to form a linear bimetallized aryl compound. The linear bimetallized aryl compound is then reacted with a second dinucleophile to form a cyclic bimetallized aryl compound. The metallized electron-withdrawing moieties are then removed from said cyclic bimetallized aryl compound by photolytic demetallation to form a cyclic aryl compound having the formula wherein:
X1 and X3 are the same or different and each is a alkyl, heteroalkyl, heterocyclic or aromatic group having up to 6 conjugated rings, optionally substituted;
X2 is benzene n1 and n3 are the same or different and each is O, S or N; and n4 is H or lower alkyl.
CA 2259721 1999-01-20 1999-01-20 Cyclic aryl ethers, thioethers and amines, and method for preparation Expired - Fee Related CA2259721C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA 2259721 CA2259721C (en) 1999-01-20 1999-01-20 Cyclic aryl ethers, thioethers and amines, and method for preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA 2259721 CA2259721C (en) 1999-01-20 1999-01-20 Cyclic aryl ethers, thioethers and amines, and method for preparation

Publications (2)

Publication Number Publication Date
CA2259721A1 true CA2259721A1 (en) 2000-07-20
CA2259721C CA2259721C (en) 2005-04-12

Family

ID=29555000

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2259721 Expired - Fee Related CA2259721C (en) 1999-01-20 1999-01-20 Cyclic aryl ethers, thioethers and amines, and method for preparation

Country Status (1)

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CA (1) CA2259721C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8410243B2 (en) 2008-12-17 2013-04-02 The Governors Of The University Of Alberta Aromatic ether-containing fluorene monomers, processes for their preparation and polymerization thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8410243B2 (en) 2008-12-17 2013-04-02 The Governors Of The University Of Alberta Aromatic ether-containing fluorene monomers, processes for their preparation and polymerization thereof

Also Published As

Publication number Publication date
CA2259721C (en) 2005-04-12

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