193974-36-6

Upstream product

• 106-95-6 allyl bromide 
• 184959-54-4 2-{2-[4-(9-{4-[2-(2-Hydroxy-ethoxy)-ethoxy]-phenyl}-[1,10]phenanthrolin-2-yl)-phenoxy]-ethoxy}-ethanol 
• 89333-97-1 2,9-bis-(4-methoxy-phenyl)-1,10-phenanthroline 
• 88498-43-5 2,9-bis(4-hydroxyphenyl)-1,10-phenanthroline 
• 66-71-7 1,10-Phenanthroline 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 242128-45-6 Cu(C₃₄H₃₄N₂O₆)(C₃₈H₄₀N₂O₆)⁽¹⁺⁾*PF₆^(1-)=[Cu(C₃₄H₃₄N₂O₆)(C₃₈H₄₀N₂O₆)]PF₆ 
• 242128-49-0 Cu(C₃₈H₄₀N₂O₆)2⁽¹⁺⁾*PF₆^(1-)=[Cu(C₃₈H₄₀N₂O₆)2]PF₆ 

Relevant academic research and scientific papers

A double ring-closing olefin metathesis approach to [3]catenanes

A [3]catenane with peripheral olefinic macrocycles was conveniently synthesized via a double ring-closing olefin metathesis. Highlights of this work include the synthesis of a 65-membered macrocycle featuring two phenanthroline ligands, a Cu(I)-templated synthesis of a [3]pseudorotaxane, and the key double ring-closing olefin metathesis to afford the desired [3]catenane in 71% yield.

Synthesis of catenane structures via ring-closing metathesis

This study presents a detailed description of a synthetic strategy to obtain catenane architectures through ring-closing metathesis. The approach is based on phenanthroline-based ligands containing terminal olefinic units that were designed to coordinate in a tetrahedral arrangement around a copper atom. Treatment of the assembled copper complexes with ruthenium catalyst 1 resulted in [2]catenates in high yields of 88-92%. Demetalation produced the corresponding [2]catenand in nearly quantitative yields. Hydrogenation of the catenates with Crabtree's catalyst and subsequent demetalation yielded fully saturated catenands. The presently described procedure makes [2]catenanes very accessible since the synthetic route consists of six steps (Schemes 2 and 4) from commercially available 1,10-phenanthroline, the overall yield being 51%.

High-yield synthesis of [2]catenanes by intramolecular ring-closing metathesis

Almost quantitative formation of interlocking rings results upon cyclization of threaded or intertwined complexes. The synthesis concept is based on the combination of three-dimensional template effects and ruthenium benzylidene catalyzed ring-closing met