193974-38-8

Upstream product

• 106-95-6 allyl bromide 
• 241496-51-5 2,9-bis(p-{2-[2'-hydroxyethoxy(ethoxy(ethoxy))]}phenyl)-1,10-phenanthroline 
• 1048958-32-2 (2-(2-bromoethoxy)ethoxy)ethyl allyl ether 
• 88498-43-5 2,9-bis(4-hydroxyphenyl)-1,10-phenanthroline 
• 5197-62-6 2-[2-(chloroethoxy)ethoxy]ethanol 
• 89333-97-1 2,9-bis-(4-methoxy-phenyl)-1,10-phenanthroline 
• 66-71-7 1,10-Phenanthroline 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 242128-47-8 Cu(C₃₄H₃₄N₂O₆)(C₄₂H₄₈N₂O₈)⁽¹⁺⁾*PF₆^(1-)=[Cu(C₃₄H₃₄N₂O₆)(C₄₂H₄₈N₂O₈)]PF₆ 

Relevant academic research and scientific papers

Synthesis of a metal-free coordinating ring via formation of a cleavable [2]catenane

We describe an efficient methodology which allows for the preparation of a macrocycle incorporating a free coordination site. It is based on a transition metal-templated strategy and RCM to provide access to a Cu(i)-complexed [2]catenane consisting of the desired cyclised compound and a cleavable ring. Release of the cleavable ring leads to the formation of the target macrocycle in quantitative yield. The Royal Society of Chemistry 2013.

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