Addition Polymerization of Functionalized Norbornenes: The Effect of Size, Stereochemistry, and Coordinating Ability of the Substituent

Jeffrey K. Funk, Cecily E. Andes, Ayusman Sen

Research output: Contribution to journalArticle

87 Citations (Scopus)

Abstract

The effect of the substituent on the palladium(II)-catalyzed addition polymerization of functionalized norbornene derivatives was examined. Endo-substituted norbornenes are polymerized more slowly than their corresponding exo isomers. The size of the substituent plays a role. However, the coordinating ability of the functionality plays an even bigger role in attenuating polymerization than its size. The formation of chelates upon the coordination of the endo-functionalized norbornene is responsible, in part, for the observed decrease in polymerization rate. A further, and even greater, reason for the diminution of activity of both the endo- and the exo-functionalized isomers is simply the coordination of the functionality to the metal center.

Original languageEnglish (US)
Pages (from-to)1680-1683
Number of pages4
JournalOrganometallics
Volume23
Issue number8
DOIs
StatePublished - Apr 12 2004

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Stereochemistry
stereochemistry
polymerization
Polymerization
Isomers
isomers
Palladium
chelates
palladium
Metals
Derivatives
metals
2-norbornene

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

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abstract = "The effect of the substituent on the palladium(II)-catalyzed addition polymerization of functionalized norbornene derivatives was examined. Endo-substituted norbornenes are polymerized more slowly than their corresponding exo isomers. The size of the substituent plays a role. However, the coordinating ability of the functionality plays an even bigger role in attenuating polymerization than its size. The formation of chelates upon the coordination of the endo-functionalized norbornene is responsible, in part, for the observed decrease in polymerization rate. A further, and even greater, reason for the diminution of activity of both the endo- and the exo-functionalized isomers is simply the coordination of the functionality to the metal center.",
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Addition Polymerization of Functionalized Norbornenes : The Effect of Size, Stereochemistry, and Coordinating Ability of the Substituent. / Funk, Jeffrey K.; Andes, Cecily E.; Sen, Ayusman.

In: Organometallics, Vol. 23, No. 8, 12.04.2004, p. 1680-1683.

Research output: Contribution to journalArticle

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