Triptycepenes: Synthesis, Metal Complexes, and Their Reactivity in Catalytic Reactions
Shyam Sundar Mothuku, Uwe Monkowius, Marko Hapke
TL;DR
This paper describes a new method to synthesize triptycepenes and their use in creating metal complexes with catalytic properties.
Contribution
The study introduces a novel synthetic route for substituted triptycepenes and explores their reactivity in catalytic reactions.
Findings
A new synthesis method for substituted triptycepenes was developed.
Metal complexes of triptycepenes showed catalytic activity in reactions like cyclotrimerization and C–H functionalization.
X-ray diffraction confirmed the structures of the synthesized metal complexes.
Abstract
An efficient protocol allows the convenient synthesis of substituted triptycepenes through the condensation of anthracene α-diketone with 3-pentanone or 1,3-diphenylpropan-2-one, finally yielding the corresponding cyclopentadienones. This approach offers a potential route toward sterically bulky cyclopentadienyl ligand frameworks. The methyl-substituted triptycepene was used to generate η5-coordinated Ru and Co complexes as well as an η4-coordinated Fe complex. These metal complexes were characterized by single-crystal X-ray diffraction, and their exemplary catalytic activity in metal-catalyzed reactions like cyclotrimerization, C–H functionalization, and transfer hydrogenation was investigated.
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Taxonomy
TopicsPorphyrin and Phthalocyanine Chemistry · Synthetic Organic Chemistry Methods · Plant biochemistry and biosynthesis