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Metal Catalysts in Olefin Polymerization pp 221–251Cite as

Structural and Mechanistic Aspects of Copper Catalyzed Atom Transfer Radical Polymerization

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Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 26))

Abstract

During the past decade, atom transfer radical polymerization (ATRP) has had a tremendous impact on the synthesis of macromolecules with well-defined compositions, architectures, and functionalities. Structural features of copper(I) and copper(II) complexes with bidentate, tridentate, tetradentate, and multidentate nitrogen-based ligands commonly utilized in ATRP are reviewed and discussed. Additionally, recent advances in mechanistic understanding of copper-mediated ATRP are outlined.

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Abbreviations

ATRA:

Atom transfer radical addition

TMC ATRA:

Transition metal-catalyzed atom transfer radical addition

ATRP:

Atom transfer radical polymerization

K ATRP :

Equilibrium constant for atom transfer

k a :

Activation rate constant for atom transfer

k d :

Deactivation rate constant for atom transfer

bpy:

2,2′-Bipyridine

dNbpy:

4,4′-Di(5-nonyl)-2,2′-bipyridine

NPrPMI:

N-propyl(2-pyridyl)methanimine

tpy:

2,2′:6′,2″-Terpyridine

tNtpy:

4,4′,4″-Tris(5-nonyl)-2,2′:6′,2″-terpyridine

PMDETA:

N, N, N ′, N ″, N ′ -Pentamethyldiethyelenetriamine

HMTETA:

1,1,4,7,10,10-Hexamethyltriethylenetetramine

Me6TREN:

Tris[2-(dimethylaminoethyl]amine

TPMA:

Tris[(2-pyridyl)methyl]amine

Me 4 CYCLAM:

1,4,8,11-Tetraaza-1,4,8,11-tetramethylcyclotetradecane

TPEDA:

N, N, N ′, N ′-Tetrakis(2-pyridylmethyl)ethylenediamine

DMCBCy:

Dimethylated 1,8-ethylene cross-bridged 1,4,8,11-tetraazacyclotetradecane

Sn(EH)2 :

Tin(II) 2-ethylhexanote

MA:

Methyl acrylate

Sty:

Styrene

n-BA:

n-Butyl acrylate

EBrIB:

Ethyl 2-bromoisobutyrate

PEBr:

1-(Bromoethyl)benzene

PECl:

1-(Chloroethyl)benzene

BzBr:

Benzyl bromide

MBrP:

Methyl 2-bromopropionate

MClP:

Methyl 2-chloropropionate

MClAc:

Methyl chloroacetate

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Authors and Affiliations

  1. Department of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, 15282, Pittsburgh, PA, USA

    Tomislav Pintauer

  2. Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, 15213, Pittsburgh, PA, USA

    Krzysztof Matyjaszewski

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  1. Tomislav Pintauer
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  2. Krzysztof Matyjaszewski
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Correspondence to Tomislav Pintauer or Krzysztof Matyjaszewski .

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Editors and Affiliations

  1. University of California, Irvine, 5042 D, Frederick Reines Hall, 92697-2025, Irvine, CA, USA

    Zhibin Guan (Prof.) (Prof.)

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Pintauer, T., Matyjaszewski, K. (2009). Structural and Mechanistic Aspects of Copper Catalyzed Atom Transfer Radical Polymerization. In: Guan, Z. (eds) Metal Catalysts in Olefin Polymerization. Topics in Organometallic Chemistry, vol 26. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-540-87751-6_7

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