Base-catalyzed reaction of fluorene and indene with lactones and hydroxy acids

Fritz, H.; Peck, David W.; Atkins, Kenneth E.

doi:10.1021/jo01270a111

J. Org. Chem.

1968

DOI: 10.1021/jo01270a111

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Base-catalyzed reaction of fluorene and indene with lactones and hydroxy acids

H. Fritz¹,

David W. Peck²,

Kenneth E. Atkins³

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1978

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Cited by 3 publications

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“…By analogy, a gem -dichlorocyclopropane mechanophore based on a 1,3-substituted indene was synthesized (Scheme ). Ring-opening of caprolactone by indene in the presence of a strong base, followed by LiAlH 4 reduction of the diacid, provides diol 1 . After protection with tetrahydropyranyl (THP) groups under acidic conditions, the gem -dichlorocyclopropane is formed by cycloaddition of dichlorocarbene to the double bond.…”

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confidence: 99%

Proton-Coupled Mechanochemical Transduction: A Mechanogenerated Acid

et al. 2012

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A novel mechanophore with acid-releasing capability is designed to produce a simple catalyst for chemical change in materials under mechanical stress. The mechanophore, based on a gem-dichlorocyclopropanated indene, is synthesized and used as a cross-linker in poly(methyl acrylate). Force-dependent rearrangement is demonstrated for cross-linked mechanophore samples loaded in compression, while the control shows no significant response. The availability of the released acid is confirmed by exposing a piece of insoluble compressed polymer to a pH indicator solution. The development of this new mechanophore is the first step toward force-induced remodeling of stressed polymeric materials utilizing acid-catalyzed cross-linking reactions.

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confidence: 99%

Proton-Coupled Mechanochemical Transduction: A Mechanogenerated Acid

et al. 2012

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Proton and carbon n.m.r. spectra of butylated coal

Alemany

King

Stock

1978

Fuel

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BENZO[4,5]CYCLOHEPT[1,2,3-bc]ACENAPHTHYLENE AND BENZO[a]NAPHTH[3,4,4a,5-cde]AZULENE. NONALTERNANT ISOMERS OF BENZO[a]PYRENE

1979

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Base-catalyzed reaction of fluorene and indene with lactones and hydroxy acids

Cited by 3 publications

References 0 publications

Proton-Coupled Mechanochemical Transduction: A Mechanogenerated Acid

Proton-Coupled Mechanochemical Transduction: A Mechanogenerated Acid

Proton and carbon n.m.r. spectra of butylated coal

BENZO[4,5]CYCLOHEPT[1,2,3-bc]ACENAPHTHYLENE AND BENZO[a]NAPHTH[3,4,4a,5-cde]AZULENE. NONALTERNANT ISOMERS OF BENZO[a]PYRENE

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