The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles

Trahanovsky, Walter S.; Klumpp, Douglas A.

doi:10.1016/j.tetlet.2016.04.062

Title: The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles

Authors:: Trahanovsky, Walter S.; Klumpp, Douglas A.

Publication Date:: Wed Jun 01 00:00:00 EDT 2016

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1337339

Grant/Contract Number:: W-7405-ENG-82

Resource Type:: Publisher's Accepted Manuscript

Journal Name:: Tetrahedron Letters

Additional Journal Information:: Journal Name: Tetrahedron Letters Journal Volume: 57 Journal Issue: 22; Journal ID: ISSN 0040-4039

Publisher:: Elsevier

Country of Publication:: United Kingdom

Language:: English

Citation Formats


                    Trahanovsky, Walter S., and Klumpp, Douglas A. The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles.  United Kingdom: N. p., 2016. 
Web.  doi:10.1016/j.tetlet.2016.04.062.

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                    Trahanovsky, Walter S., & Klumpp, Douglas A. The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles.  United Kingdom.  https://doi.org/10.1016/j.tetlet.2016.04.062

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                    Trahanovsky, Walter S., and Klumpp, Douglas A. Wed .  
"The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles".  United Kingdom.  https://doi.org/10.1016/j.tetlet.2016.04.062.

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@article{osti_1337339,

  title        = {The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles},

  author       = {Trahanovsky, Walter S. and Klumpp, Douglas A.},

  abstractNote = {},

  doi          = {10.1016/j.tetlet.2016.04.062},

  journal      = {Tetrahedron Letters},

  number       = 22,

  volume       = 57,

  place        = {United Kingdom},

  year         = {Wed Jun 01 00:00:00 EDT 2016},

  month        = {Wed Jun 01 00:00:00 EDT 2016}

}

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Experimental and Computational Studies on the [3,3]- and [3,5]-Sigmatropic Rearrangements of Acetoxycyclohexadienones: A Non-ionic Mechanism for Acyl Migration
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Title: The chemistry of thiophene-based bis-(p-quinodimethanes): an approach to macrocycles

Citation Formats

Challenging Compounds for Calculating Hyperpolarizabilities: p -Quinodimethane Derivatives journal, May 2013

Mechanism of the formation of methylenecyclobutenone from the pyrolysis of furfuryl benzoate journal, May 1974

Two-photon dissociation of paracyclophane and formation of p-quinodimethane by 193 nm laser photolysis journal, March 1998

Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents journal, January 2014

Synthesis and Chemistry of 2,5-Dimethylene-2,5-Dihydrofuran journal, June 1992

Spectroscopic studies of quinodimethanes journal, October 1971

Flash vacuum pyrolysis of organomanganese pentacarbonyl compounds journal, September 1985

Theoretical Study on the Enhancement of the Second Hyperpolarizabilities of Si-, Ge-Disubstituted Quinodimethanes: Synergy Effects of Open-Shell Nature and Intramolecular Charge Transfer journal, January 2015

Kekulé versus Lewis: When Aromaticity Prevents Electron Pairing and Imposes Polyradical Character journal, October 2014

Room Temperature Observation of p- Xylylenes by 1 H NMR and Evidence for Diradical Intermediates in Their Oligomerization journal, March 2006

Experimental and Computational Studies on the [3,3]- and [3,5]-Sigmatropic Rearrangements of Acetoxycyclohexadienones: A Non-ionic Mechanism for Acyl Migration journal, September 2013

The C–H Bond Energy in Toluene and Xylenes journal, February 1948

Electrochemical synthesis of poly(p-xylylenes) (PPXs) and poly(p-phenylenevinylenes) (PPVs) and the study of xylylene (quinodimethane) intermediates; an underrated approach journal, April 2002

New synthesis of 1-triacontanol journal, January 1984

Oligomerization of the Thiophene-Based p -Quinodimethanes 2,5-Dimethylene-2,5-dihydrothiophene and 2-Ethylidene-5-methylene-2,5-dihydrothiophene journal, December 1997

Nuclear magnetic resonance spectra of quinodimethanes journal, March 1970

Multiphoton Infrared Initiated Thermal Reactions of Esters: Pseudopericyclic Eight-Centered cis -Elimination journal, January 2009

Toward Controlled Gilch Synthesis of Poly( p -phenylene vinylenes): Anionic vs Radical Chain Propagation, a Mechanistic Reinvestigation journal, December 2007

Exaltone® (=Cyclopentadecanone) from Isomuscone® (=Cyclohexadecanone), a One-C-Atom Ring-Contraction Methodology via a Stereospecific Favorskii Rearrangement: Regioselective Application to (−)-(R)-Muscone journal, March 2012

Efficient Macrocyclization by a Novel Oxy-Oxonia-Cope Reaction: Synthesis and Olfactory Properties of New Macrocyclic Musks journal, April 2012

Mechanistic studies on the photogeneration of o- and p-xylylenes from α,α′-dichloroxylenes journal, January 1998

The C—H Bond Energy in Toluene and Xylenes journal, September 1947

Chemistry of p-xylylene, its analogues, and polymers journal, January 1958

Synthesis of [4.2]cyclophanes journal, January 1978

Synthesis of ( R )-(−)-Muscone from ( R )-5-Bromo-4-methylpentanoate: A Chiron Approach journal, March 2015

In search of next generation antimalarials journal, September 2014

Synthesis, characterization and biological activity of polyketones journal, December 2012

Kinetic and Mechanistic Study on p- Quinodimethane Formation in the Sulfinyl Precursor Route for the Polymerization of Poly( p -phenylenevinylene) (PPV) journal, September 2010

Rearrangement of an exchangeable hydrogen during the reduction of maleimide with lithium aluminum hydride journal, February 1981

The electronic structure of p-xylylene and its reactivity with vinyl molecules journal, April 2011

Challenging Compounds for Calculating Hyperpolarizabilities: p -Quinodimethane Derivatives
journal, May 2013

Mechanism of the formation of methylenecyclobutenone from the pyrolysis of furfuryl benzoate
journal, May 1974

Two-photon dissociation of paracyclophane and formation of p-quinodimethane by 193 nm laser photolysis
journal, March 1998

Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents
journal, January 2014

Synthesis and Chemistry of 2,5-Dimethylene-2,5-Dihydrofuran
journal, June 1992

Spectroscopic studies of quinodimethanes
journal, October 1971

Flash vacuum pyrolysis of organomanganese pentacarbonyl compounds
journal, September 1985

Theoretical Study on the Enhancement of the Second Hyperpolarizabilities of Si-, Ge-Disubstituted Quinodimethanes: Synergy Effects of Open-Shell Nature and Intramolecular Charge Transfer
journal, January 2015

Kekulé versus Lewis: When Aromaticity Prevents Electron Pairing and Imposes Polyradical Character
journal, October 2014

Room Temperature Observation of p- Xylylenes by ¹ H NMR and Evidence for Diradical Intermediates in Their Oligomerization
journal, March 2006

Experimental and Computational Studies on the [3,3]- and [3,5]-Sigmatropic Rearrangements of Acetoxycyclohexadienones: A Non-ionic Mechanism for Acyl Migration
journal, September 2013

The C–H Bond Energy in Toluene and Xylenes
journal, February 1948

Electrochemical synthesis of poly(p-xylylenes) (PPXs) and poly(p-phenylenevinylenes) (PPVs) and the study of xylylene (quinodimethane) intermediates; an underrated approach
journal, April 2002

New synthesis of 1-triacontanol
journal, January 1984

Oligomerization of the Thiophene-Based p -Quinodimethanes 2,5-Dimethylene-2,5-dihydrothiophene and 2-Ethylidene-5-methylene-2,5-dihydrothiophene
journal, December 1997

Nuclear magnetic resonance spectra of quinodimethanes
journal, March 1970

Multiphoton Infrared Initiated Thermal Reactions of Esters: Pseudopericyclic Eight-Centered cis -Elimination
journal, January 2009

Toward Controlled Gilch Synthesis of Poly( p -phenylene vinylenes): Anionic vs Radical Chain Propagation, a Mechanistic Reinvestigation
journal, December 2007

Exaltone® (=Cyclopentadecanone) from Isomuscone® (=Cyclohexadecanone), a One-C-Atom Ring-Contraction Methodology via a Stereospecific Favorskii Rearrangement: Regioselective Application to (−)-(R)-Muscone
journal, March 2012

Efficient Macrocyclization by a Novel Oxy-Oxonia-Cope Reaction: Synthesis and Olfactory Properties of New Macrocyclic Musks
journal, April 2012

Mechanistic studies on the photogeneration of o- and p-xylylenes from α,α′-dichloroxylenes
journal, January 1998

The C—H Bond Energy in Toluene and Xylenes
journal, September 1947

Chemistry of p-xylylene, its analogues, and polymers
journal, January 1958

Synthesis of [4.2]cyclophanes
journal, January 1978

Synthesis of ( R )-(−)-Muscone from ( R )-5-Bromo-4-methylpentanoate: A Chiron Approach
journal, March 2015

In search of next generation antimalarials
journal, September 2014

Synthesis, characterization and biological activity of polyketones
journal, December 2012

Kinetic and Mechanistic Study on p- Quinodimethane Formation in the Sulfinyl Precursor Route for the Polymerization of Poly( p -phenylenevinylene) (PPV)
journal, September 2010

Rearrangement of an exchangeable hydrogen during the reduction of maleimide with lithium aluminum hydride
journal, February 1981

The electronic structure of p-xylylene and its reactivity with vinyl molecules
journal, April 2011