Phase selective polymer-supported catalysis has been extensively studied by our group in recent years with schemes that enable facile separation of the catalyst, simplify purification of products, and allow for recycling of the catalyst after a reaction. Our group has reported a number of examples of functionalized polyisobutylenes (PIBs) that can be utilized in various catalytic applications and shown that PIB serves as a heptane selectively soluble phase anchor. This talk will show how introducing polyisobutylene onto metallophthalocyanines can greatly increase the solubility of metallophthalocyanines in non- and modestly polar solvents producing potential homogeneous Lewis acid, oxidation, and reduction catalysts that are soluble at concentrations of 20 wt%.  Using such functional MPCs either in heptane or in a mixed solvent systems allows for recycling of these catalysts.  In the work discussed in this talk, two new polyisobutylene-supported metallophthalocyanines were prepared. PIB-bound MPC incorporating Co(II) and Fe(II) were both studied as catalysts. Reduction of nitrobenzene by hydrazine in the presence of the PIB-bound Co(II) phthalocyanine and aerobic oxidation of hydrazinecarboxylate derivatives catalyzed by PIB-bound Fe(II) phthalocyanine will be discussed.

Synthesis of polyisobutylene-attached metallophthalocyanines as homogeneous catalysts in reduction and oxidation reactions

248th National Meeting (2014)

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