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Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization.

ABSTRACT: We describe an isomerization-alternating ROMP protocol that gives linear copolymers with rigorous sequence alternation. Bicyclo[4.2.0]oct-7-ene-7-carboxamides of primary amines are isomerized in the presence of (3-BrPyr)2Cl2(H2IMes)Ru=CHPh to the corresponding bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides in which the olefinic bond is tetrasubstituted. The isomerized amides undergo alternating ring-opening metathesis polymerization with cyclohexene to provide soluble and linear copolymers with molecular weights up to ?130 kDa. This process provides efficient entry to strictly alternating copolymers that can display diverse functional groups.

SUBMITTER: Tan L 

PROVIDER: S-EPMC4520717 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization.

Tan Li L   Li Guofang G   Parker Kathlyn A KA   Sampson Nicole S NS  

Macromolecules 20150707 14

We describe an isomerization-alternating ROMP protocol that gives linear copolymers with rigorous sequence alternation. Bicyclo[4.2.0]oct-7-ene-7-carboxamides of primary amines are isomerized in the presence of (3-BrPyr)<sub>2</sub>Cl<sub>2</sub>(H<sub>2</sub>IMes)Ru=CHPh to the corresponding bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides in which the olefinic bond is tetrasubstituted. The <i>isomerized</i> amides undergo alternating ring-opening metathesis polymerization with cyclohexene to provide  ...[more]

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