190366-45-1

Upstream product

• 142942-22-1 2-methyl-9-(p-anisyl)-1,10-phenanthroline 
• 190366-44-0 5''-(3-Bromo-propyl)-5-(3-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-propyl)-[2,2';6',2'']terpyridine 
• 224784-39-8 3-[5''-(3-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-propyl)-[2,2';6',2'']terpyridin-5-yl]-propan-1-ol 
• 224784-40-1 Methanesulfonic acid 3-[5''-(3-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-propyl)-[2,2';6',2'']terpyridin-5-yl]-propyl ester 
• 158589-18-5 5,5''-bis-(3-methanesulfonyl-1-propyl)-2,2':6',2''-terpyridine 
• 158589-16-3 5,5''-bis-<3-<(tetrahydro-2H-pyran-2-yl)oxy>-1-propyl>-2,2':6',2''-terpyridine 
• 190366-41-7 5,5''-bis-(3-hydroxy-1-propyl)-2,2':6',2''-terpyridine 
• 158589-14-1 5,5''-dimethyl-2,2':6',2''-terpyridine 

Downstream Products

• 190366-48-4 ((C₄H₉C₆H₄)3CC₆H₄O(CH₂)3(C₅H₃N)3(CH₂)4(C₁₂H₆N₂)C₆H₄OCH₃)Cu(C₁₂H₆N₂(C₆H₄)2O(CH₂CH₂O)5)⁽¹⁺⁾*PF₆^(1-)=[C₁₁₂H₁₁₃N₇O₈Cu][PF₆] 

Relevant academic research and scientific papers

Rotaxanes incorporating two different coordinating units in their thread: Synthesis and electrochemically and photochemically induced molecular motions

Three different multicomponent molecular systems have been synthesized by means of the three-dimensional template effect of copper(I). These systems incorporate both a coordinating ring (2,9-diphenyl-1,10-phenanthroline-containing 30-membered ring) and a molecular string which consists of two different coordination sites (2,9-disubstituted-1,10-phenanthroline and 5,5″-disubstituted-2,2′:6′,2″-terpyridine unit). Each end of the string could be functionnalyzed by a small group or by a bulky stopper (tris(p-tert-butylphenyl)-(4-hydroxyphenyl)methane), leading to an unstoppered compound, to a semi-rotaxane, or to a real rotaxane. As in the case of a disymmetrical copper [2]-catenane, large reversible molecular motions have been induced both electrochemically and photochemically. The driving force of the rearrangement processes is the high stability of two markedly different coordination environments for the copper(I) and copper(II) ions. In the copper(I) state, two phenanthroline units (one of the ring, one of the string) interact with the metal ion in a tetrahedral geometry (CuI(4)), whereas in the copper(II) state, one phenanthroline belonging to the ring and the terpyridine of the string afford a five-coordinate geometry (CuII(5)). The rates of the molecular motion processes (from CuII(4) to CuII(5) and from CuI(5)) to CuI(4)) are respectively faster and slower (minutes time scale) as compared to those for the catenane species. This result could be interpreted on the basis of structural differences between the rotaxane and catenane systems.

Transition-metal template synthesis of a rotaxane incorporating two different coordinating units in its thread

A [2]rotaxane consisting of a molecular string threaded into a coordinating ring by means of the template effect of copper (I) has been synthesized. The acyclic fragment incorporates two different chelatins sites (bidentate and terdentate ligands) whereas