Redox Control of Rotary Motions in Ferrocene-Based Elemental Ball Bearings

Abstract

International audienc

A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

“…The synthesis of 11 illustrates the ease of functionalizing viologen on both nitrogens and it can potentially be used for studying synergic electrochromism coupled with PEDOT [35]. Diethyl 2-bromoterephthalate and 2-bromo-4,4’-bipyridine were prepared according to reported procedures [38–39]. The electron acceptor phthalimide (PT) was attached to EDOT via cycloaddition between the alkyne and an alkylazide to produce derivative 13 (Scheme 4).…”

Ferrocenyl–Bipyridinium Cations and Their Platinum Complexes Related to Viologens – Preparation, Redox Properties, and Crystal Structures

“…N ‐(4‐Ferrocenylphenyl)‐ N′ ‐methyl‐4,4′‐bipyridinium Bis(hexafluorophosphate) ([3a][PF 6 ] 2 ): 7a A methanol solution (20 mL) of 4‐ferrocenylaniline (80 mg, 2.9 × 10 –1 mmol) was slowly added to N ‐(2,4‐dinitrophenyl)‐ N′ ‐methyl‐4,4′‐bipyridinium chloride iodide (100 mg, 2.4 × 10 –1 mmol), and the resulting solution was heated at reflux for 12 h. The solvent was removed under reduced pressure, and the residue was washed with diethyl ether and recrystallized from methanol/diethyl ether to give [ 3a ]ICl (83 mg, 1.4 × 10 –1 mmol, 58 % yield). A methanol solution (5 mL) of NaPF 6 (38 mg) was added to a methanol solution (5 mL) of [ 3a ]ICl (100 mg, 1.7 × 10 –1 mmol), and the desired compound [ 3a ][PF 6 ] 2 precipitated as a violet powder (76 mg, 1.1 × 10 –1 mmol, 65 % yield).…”

“…Crystallographic parameters are listed in Table S1. The data for [ 3a ][PF 6 ] 2 are not included in the table, because the structure was identical to the literature data 7a. The structures were solved by direct methods and refined by using SHELX97 24.…”

Wholly Synthetic Molecular Machines

“…Hence,r edox-responsive units, such as viologens, [71][72][73] tetrathiafulvalene derivatives, [74][75][76] ferrocenes, [77][78][79] naphthalened iimides, [80,81] and so forth, have been incorporated into av ariety of molecular machines. Hence,r edox-responsive units, such as viologens, [71][72][73] tetrathiafulvalene derivatives, [74][75][76] ferrocenes, [77][78][79] naphthalened iimides, [80,81] and so forth, have been incorporated into av ariety of molecular machines.…”