7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dione and its radical anion. Experimental and theoretical study

Blankespoor, Ronald L.; Chung, C.‐S.

doi:10.1021/jo00905a006

Cited by 9 publications

(1 citation statement)

References 2 publications

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“…One promising class of monomers for the facile generation of conjugated polymers via ROMP are norbornenes 1 and 2 (Chart ). These monomers can be readily prepared via Diels−Alder reaction of cyclopentadiene or furan with dichlorovinylene carbonate.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Self-Assembly of Conjugated Polymer Precursors Containing Dichlorocarbonate Groups by Living Ring-Opening Metathesis Polymerization

Bazzi

Sleiman

2001

Macromolecules

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We have used the living ring-opening metathesis polymerization reaction with Cl2(PCy3)2RuCHPh to generate a new class of conjugated polymer precursors containing the reactive group 1,2-dichlorocarbonate in their backbone. These polymers possess narrow molecular weight distributions and are easily processable. We have incorporated the 1,2-dichlorocarbonate monomers into block copolymers and have shown that these systems can self-assemble in selective solvents to generate spherical micellar aggregates (TEM). Mild hydrolytic treatment of these precursor polymers converts them into novel low-band-gap conjugated polymers and block copolymers containing 1,2-diol groups in their backbone.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Self-Assembly of Conjugated Polymer Precursors Containing Dichlorocarbonate Groups by Living Ring-Opening Metathesis Polymerization

Bazzi

Sleiman

2001

Macromolecules

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ChemInform Abstract: 7‐OXABICYCLO(2,2,1)HEPT‐5‐ENE‐2,3‐DIONE AND ITS RADICAL ANION. AN EXPERIMENTAL AND THEORETICAL STUDY

Blankespoor¹,

Chung²

1975

Chemischer Informationsdienst

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The Homoconjugated Electron‐Releasing Carbonyl Group of 1‐Methylbicyclo[2.2.1]hept‐5‐en‐2‐one. Regioselective syntheses of 5‐chloro‐ and 6‐chloro‐1‐methylbicyclo[2.2.1]hept‐5‐en‐2‐one

Kernen

Vogel

1993

Helvetica Chimica Acta

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Syntheses of (+)-2-exo-cyano-l -methyl-7-oxabicyclo[2.2.l]hept-5-en-2-endo -yl acetate (1) and of (i)-1 -methyl-7-oxabicyclo[2.2.l]hept-5-en-?-one (2) are reported. The additon of PhSeCl to 1 afforded (&)-5-endochloro-2-exo -cyano-l-methyl-6-exo-(phenylselenenyl)-7-oxabicyclo[2.2.l]hept-2-endo-yl acetate (6), whereas 2 added to PhSeCl with the opposite regioselectivity giving (~)-6-endo-chloro-l -methyl-5-exo -(phenylselenenyl)-7-oxabicyclo[2.2.l]heptan-2-one (7). These adducts were converted into 5-chloro-1 -methyl-7-oxabicyclo[2.2. Ilhept-5-en-2-one (9) and h-chloro-l-methyl-7-oxabicyclo[2.2.l]hept-5-en-2-one (lo), respectively.

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7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dione and its radical anion. Experimental and theoretical study

Cited by 9 publications

References 2 publications

Synthesis and Self-Assembly of Conjugated Polymer Precursors Containing Dichlorocarbonate Groups by Living Ring-Opening Metathesis Polymerization

Synthesis and Self-Assembly of Conjugated Polymer Precursors Containing Dichlorocarbonate Groups by Living Ring-Opening Metathesis Polymerization

ChemInform Abstract: 7‐OXABICYCLO(2,2,1)HEPT‐5‐ENE‐2,3‐DIONE AND ITS RADICAL ANION. AN EXPERIMENTAL AND THEORETICAL STUDY

The Homoconjugated Electron‐Releasing Carbonyl Group of 1‐Methylbicyclo[2.2.1]hept‐5‐en‐2‐one. Regioselective syntheses of 5‐chloro‐ and 6‐chloro‐1‐methylbicyclo[2.2.1]hept‐5‐en‐2‐one

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