Precise Synthesis of Molecularly Defined Oligomers and Polymers by Orthogonal Iterative Divergent/Convergent Approaches
Identifieur interne : 000533 ( Istex/Curation ); précédent : 000532; suivant : 000534Precise Synthesis of Molecularly Defined Oligomers and Polymers by Orthogonal Iterative Divergent/Convergent Approaches
Auteurs : Sandra Binauld [Australie] ; Denis Damiron [France] ; Luke A. Connal [États-Unis] ; Craig J. Hawker [États-Unis] ; Eric Drockenmuller [France]Source :
- Macromolecular Rapid Communications [ 1022-1336 ] ; 2011-01-17.
Descripteurs français
- Wicri :
- topic : Droit d'auteur, Polymère.
English descriptors
- KwdEn :
- Alkyne, American chemical society, Angew, Aryl, Aryl iodide, Binauld, Broad array, Bromide, Building blocks, Carbon atoms, Carboxylic, Carboxylic acid, Chain ends, Chain length, Chem, Chemical structure, Click chemistry, Commun, Connal, Copyright, Coworkers, Crystal structure, Cyclic, Cyclic oligomers, Cyclic procedure, Cyclic sequence, Damiron, Deprotected, Deprotection, Derivative, Dimer, Discrete mass oligomers, Dmap scheme, Drockenmuller, Elementary building block, Ester, Et3n, Ethynylene, Functionality, Geometrical, Geometrical growth, Gmbh, Hawker, Higher generation oligomers, Iterative, Kgaa, Macrocycles, Macromol, Macromolecule, Mass spectrometry, Materials science, Molecular length, Monomer, Monoprotected, Monoprotected dimers, Monoprotected monomers, More repetitions, More times, Oligomer, Oligomer length, Oligomers, Opes, Orthogonal, Orthogonal deprotection, Orthogonal deprotections, Orthogonally, Other side, Oxidative dimerization, Perkin trans, Polym, Polymer, Pph3, Rapid commun, Reaction sequence, Solubility, Solubility issues, Sonogashira, Swiss chemical society, Tbaf, Triazole units, Uniform oligomers, Verlag, Verlag gmbh, Wang, Weinheim, Whiting, Wiley periodicals.
- Teeft :
- Alkyne, American chemical society, Angew, Aryl, Aryl iodide, Binauld, Broad array, Bromide, Building blocks, Carbon atoms, Carboxylic, Carboxylic acid, Chain ends, Chain length, Chem, Chemical structure, Click chemistry, Commun, Connal, Copyright, Coworkers, Crystal structure, Cyclic, Cyclic oligomers, Cyclic procedure, Cyclic sequence, Damiron, Deprotected, Deprotection, Derivative, Dimer, Discrete mass oligomers, Dmap scheme, Drockenmuller, Elementary building block, Ester, Et3n, Ethynylene, Functionality, Geometrical, Geometrical growth, Gmbh, Hawker, Higher generation oligomers, Iterative, Kgaa, Macrocycles, Macromol, Macromolecule, Mass spectrometry, Materials science, Molecular length, Monomer, Monoprotected, Monoprotected dimers, Monoprotected monomers, More repetitions, More times, Oligomer, Oligomer length, Oligomers, Opes, Orthogonal, Orthogonal deprotection, Orthogonal deprotections, Orthogonally, Other side, Oxidative dimerization, Perkin trans, Polym, Polymer, Pph3, Rapid commun, Reaction sequence, Solubility, Solubility issues, Sonogashira, Swiss chemical society, Tbaf, Triazole units, Uniform oligomers, Verlag, Verlag gmbh, Wang, Weinheim, Whiting, Wiley periodicals.
Abstract
The synthesis of perfectly defined (macro)molecules has been a constant challenge for polymer and organic chemists. This paper highlights the main applications of the iterative divergent/convergent approach for the synthesis of discrete mass oligomers and polymers. We will discuss the orthogonal deprotection and coupling strategies involved in this powerful strategy where chain length doubles at each iteration and which has been applied to the synthesis of conjugated rigid rods as well as amorphous and crystalline oligomers and polymers. The synthesis of perfectly defined oligomers in respect to emerging highly efficient and orthogonal chemistries will also be highlighted.
Url:
DOI: 10.1002/marc.201000548
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Hawker</name><affiliation wicri:level="1"><mods:affiliation>Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA</mods:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510</wicri:regionArea></affiliation><affiliation wicri:level="1"><mods:affiliation>E-mail: hawker@mrl.ucsb.edu</mods:affiliation><country wicri:rule="url">États-Unis</country></affiliation><affiliation><mods:affiliation>Craig J. Hawker, Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), Institut Universitaire de France Fax: (+33) 4 78 89 25 83.Eric Drockenmuller, Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA Fax: (+1 805) 893 8797.</mods:affiliation><wicri:noCountry code="subField">8797.</wicri:noCountry></affiliation></author><author><name sortKey="Drockenmuller, Eric" sort="Drockenmuller, Eric" uniqKey="Drockenmuller E" first="Eric" last="Drockenmuller">Eric Drockenmuller</name><affiliation wicri:level="1"><mods:affiliation>Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), Institut Universitaire de France</mods:affiliation><country xml:lang="fr">France</country><wicri:regionArea>Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223)</wicri:regionArea></affiliation><affiliation wicri:level="1"><mods:affiliation>E-mail: eric.drockenmuller@univ‐lyon1.fr</mods:affiliation><country wicri:rule="url">France</country></affiliation><affiliation><mods:affiliation>Craig J. Hawker, Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), Institut Universitaire de France Fax: (+33) 4 78 89 25 83.Eric Drockenmuller, Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA Fax: (+1 805) 893 8797.</mods:affiliation><wicri:noCountry code="subField">8797.</wicri:noCountry></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:1C42DC84B794C358F47317C0F8F031BC7CF674CF</idno><date when="2011" year="2011">2011</date><idno type="doi">10.1002/marc.201000548</idno><idno type="url">https://api.istex.fr/document/1C42DC84B794C358F47317C0F8F031BC7CF674CF/fulltext/pdf</idno><idno type="wicri:Area/Istex/Corpus">000533</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">000533</idno><idno type="wicri:Area/Istex/Curation">000533</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a" type="main" xml:lang="en">Precise Synthesis of Molecularly Defined Oligomers and Polymers by Orthogonal Iterative Divergent/Convergent Approaches</title><author><name sortKey="Binauld, Sandra" sort="Binauld, Sandra" uniqKey="Binauld S" first="Sandra" last="Binauld">Sandra Binauld</name><affiliation wicri:level="1"><mods:affiliation>Center for Advanced Macromolecular Design, School of Chemical Engineering, The University of New South Wales, UNSW Sydney, NSW 2052, Australia</mods:affiliation><country xml:lang="fr">Australie</country><wicri:regionArea>Center for Advanced Macromolecular Design, School of Chemical Engineering, The University of New South Wales, UNSW Sydney, NSW 2052</wicri:regionArea></affiliation></author><author><name sortKey="Damiron, Denis" sort="Damiron, Denis" uniqKey="Damiron D" first="Denis" last="Damiron">Denis Damiron</name><affiliation wicri:level="1"><mods:affiliation>Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), F‐69622, Villeurbanne, France</mods:affiliation><country xml:lang="fr">France</country><wicri:regionArea>Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), F‐69622, Villeurbanne</wicri:regionArea></affiliation></author><author><name sortKey="Connal, Luke A" sort="Connal, Luke A" uniqKey="Connal L" first="Luke A." last="Connal">Luke A. Connal</name><affiliation wicri:level="1"><mods:affiliation>Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA</mods:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510</wicri:regionArea></affiliation></author><author><name sortKey="Hawker, Craig J" sort="Hawker, Craig J" uniqKey="Hawker C" first="Craig J." last="Hawker">Craig J. Hawker</name><affiliation wicri:level="1"><mods:affiliation>Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA</mods:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510</wicri:regionArea></affiliation><affiliation wicri:level="1"><mods:affiliation>E-mail: hawker@mrl.ucsb.edu</mods:affiliation><country wicri:rule="url">États-Unis</country></affiliation><affiliation><mods:affiliation>Craig J. Hawker, Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), Institut Universitaire de France Fax: (+33) 4 78 89 25 83.Eric Drockenmuller, Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA Fax: (+1 805) 893 8797.</mods:affiliation></affiliation></author><author><name sortKey="Drockenmuller, Eric" sort="Drockenmuller, Eric" uniqKey="Drockenmuller E" first="Eric" last="Drockenmuller">Eric Drockenmuller</name><affiliation wicri:level="1"><mods:affiliation>Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), Institut Universitaire de France</mods:affiliation><country xml:lang="fr">France</country><wicri:regionArea>Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223)</wicri:regionArea></affiliation><affiliation wicri:level="1"><mods:affiliation>E-mail: eric.drockenmuller@univ‐lyon1.fr</mods:affiliation><country wicri:rule="url">France</country></affiliation><affiliation><mods:affiliation>Craig J. Hawker, Université de Lyon 1, Ingénierie des Matériaux Polymères (UMR CNRS 5223), Institut Universitaire de France Fax: (+33) 4 78 89 25 83.Eric Drockenmuller, Departments of Materials, Chemistry and Biochemistry and Materials Research Laboratory, University of California, Santa Barbara, California 93106–9510, USA Fax: (+1 805) 893 8797.</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Macromolecular Rapid Communications</title><title level="j" type="sub">Precision Macromolecular Chemistry</title><title level="j" type="alt">MACROMOLECULAR RAPID COMMUNICATIONS</title><idno type="ISSN">1022-1336</idno><idno type="eISSN">1521-3927</idno><imprint><biblScope unit="vol">32</biblScope><biblScope unit="issue">2</biblScope><biblScope unit="page" from="147">147</biblScope><biblScope unit="page" to="168">168</biblScope><biblScope unit="page-count">22</biblScope><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2011-01-17">2011-01-17</date></imprint><idno type="ISSN">1022-1336</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">1022-1336</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Alkyne</term><term>American chemical society</term><term>Angew</term><term>Aryl</term><term>Aryl iodide</term><term>Binauld</term><term>Broad array</term><term>Bromide</term><term>Building blocks</term><term>Carbon atoms</term><term>Carboxylic</term><term>Carboxylic acid</term><term>Chain ends</term><term>Chain length</term><term>Chem</term><term>Chemical structure</term><term>Click chemistry</term><term>Commun</term><term>Connal</term><term>Copyright</term><term>Coworkers</term><term>Crystal structure</term><term>Cyclic</term><term>Cyclic oligomers</term><term>Cyclic procedure</term><term>Cyclic sequence</term><term>Damiron</term><term>Deprotected</term><term>Deprotection</term><term>Derivative</term><term>Dimer</term><term>Discrete mass oligomers</term><term>Dmap scheme</term><term>Drockenmuller</term><term>Elementary building block</term><term>Ester</term><term>Et3n</term><term>Ethynylene</term><term>Functionality</term><term>Geometrical</term><term>Geometrical growth</term><term>Gmbh</term><term>Hawker</term><term>Higher generation oligomers</term><term>Iterative</term><term>Kgaa</term><term>Macrocycles</term><term>Macromol</term><term>Macromolecule</term><term>Mass spectrometry</term><term>Materials science</term><term>Molecular length</term><term>Monomer</term><term>Monoprotected</term><term>Monoprotected dimers</term><term>Monoprotected monomers</term><term>More repetitions</term><term>More times</term><term>Oligomer</term><term>Oligomer length</term><term>Oligomers</term><term>Opes</term><term>Orthogonal</term><term>Orthogonal deprotection</term><term>Orthogonal deprotections</term><term>Orthogonally</term><term>Other side</term><term>Oxidative dimerization</term><term>Perkin trans</term><term>Polym</term><term>Polymer</term><term>Pph3</term><term>Rapid commun</term><term>Reaction sequence</term><term>Solubility</term><term>Solubility issues</term><term>Sonogashira</term><term>Swiss chemical society</term><term>Tbaf</term><term>Triazole units</term><term>Uniform oligomers</term><term>Verlag</term><term>Verlag gmbh</term><term>Wang</term><term>Weinheim</term><term>Whiting</term><term>Wiley periodicals</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Alkyne</term><term>American chemical society</term><term>Angew</term><term>Aryl</term><term>Aryl iodide</term><term>Binauld</term><term>Broad array</term><term>Bromide</term><term>Building blocks</term><term>Carbon atoms</term><term>Carboxylic</term><term>Carboxylic acid</term><term>Chain ends</term><term>Chain length</term><term>Chem</term><term>Chemical structure</term><term>Click chemistry</term><term>Commun</term><term>Connal</term><term>Copyright</term><term>Coworkers</term><term>Crystal structure</term><term>Cyclic</term><term>Cyclic oligomers</term><term>Cyclic procedure</term><term>Cyclic sequence</term><term>Damiron</term><term>Deprotected</term><term>Deprotection</term><term>Derivative</term><term>Dimer</term><term>Discrete mass oligomers</term><term>Dmap scheme</term><term>Drockenmuller</term><term>Elementary building block</term><term>Ester</term><term>Et3n</term><term>Ethynylene</term><term>Functionality</term><term>Geometrical</term><term>Geometrical growth</term><term>Gmbh</term><term>Hawker</term><term>Higher generation oligomers</term><term>Iterative</term><term>Kgaa</term><term>Macrocycles</term><term>Macromol</term><term>Macromolecule</term><term>Mass spectrometry</term><term>Materials science</term><term>Molecular length</term><term>Monomer</term><term>Monoprotected</term><term>Monoprotected dimers</term><term>Monoprotected monomers</term><term>More repetitions</term><term>More times</term><term>Oligomer</term><term>Oligomer length</term><term>Oligomers</term><term>Opes</term><term>Orthogonal</term><term>Orthogonal deprotection</term><term>Orthogonal deprotections</term><term>Orthogonally</term><term>Other side</term><term>Oxidative dimerization</term><term>Perkin trans</term><term>Polym</term><term>Polymer</term><term>Pph3</term><term>Rapid commun</term><term>Reaction sequence</term><term>Solubility</term><term>Solubility issues</term><term>Sonogashira</term><term>Swiss chemical society</term><term>Tbaf</term><term>Triazole units</term><term>Uniform oligomers</term><term>Verlag</term><term>Verlag gmbh</term><term>Wang</term><term>Weinheim</term><term>Whiting</term><term>Wiley periodicals</term></keywords><keywords scheme="Wicri" type="topic" xml:lang="fr"><term>Droit d'auteur</term><term>Polymère</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The synthesis of perfectly defined (macro)molecules has been a constant challenge for polymer and organic chemists. This paper highlights the main applications of the iterative divergent/convergent approach for the synthesis of discrete mass oligomers and polymers. We will discuss the orthogonal deprotection and coupling strategies involved in this powerful strategy where chain length doubles at each iteration and which has been applied to the synthesis of conjugated rigid rods as well as amorphous and crystalline oligomers and polymers. The synthesis of perfectly defined oligomers in respect to emerging highly efficient and orthogonal chemistries will also be highlighted.</div></front></TEI></record>Pour manipuler ce document sous Unix (Dilib)
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