Abstract
The Ring-Opening Metathesis Polymerization (ROMP) of second-generation dendronized monomers is described. Using the highly active and fast-initiating third-generation ruthenium complex [(H_2IMes)(pyr)_2Cl_2RuCHPh], moderate to high molecular weight polymers (430-2230 kDa) are efficiently synthesized with low dispersities (Ð = 1.01-1.17). This study highlights the power of the metathesis approach toward polymer synthesis in a context where monomer structure can significantly impede polymerization.
Highlights
Since its discovery nearly six decades ago, olefin metathesis has evolved into a powerful method for the formation of C—C bonds, enabling the synthesis of simple to complex organic molecules [1]
Ester 4 was synthesized in a 4-step sequence starting from methyl gallate 1 (Scheme 3)
A three-fold O-alkylation with 2-ethylhexyl bromide provided compound 2, which was reduced to its corresponding benzyl alcohol (3) with Lithium Aluminum Hydride (LAH)
Summary
Since its discovery nearly six decades ago, olefin metathesis has evolved into a powerful method for the formation of C—C bonds, enabling the synthesis of simple to complex organic molecules [1]. Though the design and synthesis of polymer architectures that reduce chain-entanglement, we have demonstrated that such block copolymers can rapidly self-assemble to photonic crystals that reflect wavelengths of light across the visible spectrum and into the IR. Previous studies have shown that if the linker length between the polymerizing exo-norbornene group and the pendant/anchor group is too short (
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