134881-73-5Relevant academic research and scientific papers
Self-assembling porphyrin [2]-catenanes
Gunter, Maxwell J.,Hockless, David C. R.,Johnston, Martin R.,Skelton, Brian W.,White, Allan H.
, p. 4810 - 4823 (1994)
Using the concepts of self-assembly developed for the construction of topologically complex molecules such as [2]-catenanes and rotaxanes, the syntheses of several prophyrin-catenanes are described. The successful insertion of the porphyrin subunit into [
Dynamics of charge transfer and recombination in a covalently-linked, face-to-face electron donor-acceptor complex
Benniston, Andrew C.,Harriman, Anthony
, p. 11531 - 11537 (1994)
The photophysical properties of a covalently-linked, electron donor - acceptor (EDA) complex, containing 1,4-dialkoxybenzene and N,N′-dialkyl-4,4′-bipyridinium dication subunits, have been studied in polar solvents. The structure of the compound has been
Enhanced photoelectrochemistry in supramolecular CdS-nanoparticle-stoppered pseudorotaxane monolayers assembled on electrodes
Shenney-Haj-Ichia, Laila,Willner, Itamar
, p. 13094 - 13097 (2007/10/03)
A pseudorotaxane monolayer consisting of a supramolecular complex generated between cyclo-bis(paraquet-p-phenylene), (1), and the 1,4-bis(mercapto ethyloxy ethyl)benzene monolayer, (2), that is stoppered by CdS nanoparticles (3-5 nm) is generated on Au electrodes. The surface coverage of the supramolecular complex units and the associated CdS particles corresponds to 2.4 ?± 0.2 ?? 10-10 mole?·cm-2 and 3 ?? 1012 particles?·cm-2, respectively. The photocurrent generated by the (1)/(2)-CdS pseudorotaxane architecture is 8-fold higher than in a CdS-nanoparticle monolayer system that lacks (1). The enhanced photocurrent in the pseudorotaxane assembly is attributed to vectorial electron transfer of photoexcited conduction-band electrons to the threaded electron acceptor (1), which leads to charge separation and to the retardation of the electron-hole recombination process.
Self-assembly and dynamics of [2]- and [3]rotaxanes with a dinuclear macrocycle containing reversible Os-N coordinate bonds
Chang, Sung-Youn,Choi, Jeung Soon,Jeong, Kyu-Sung
, p. 2687 - 2697 (2007/10/03)
With a dinuclear macrocycle 2 that contains weak reversible OsVI-N coordinate bonds, self-assembly and equilibrium dynamics of [2]- and [3]rotaxanes have been investigated. When the macrocycle 2 was mixed together with threads 4a-e, which all contain an adipamide station but different sizes of end groups, [2]pseudorotaxane- and rotaxane-like complexes were immediately formed with large association constants > of 7 × 103M-1 in CDCl3 at 298 K. Exchange dynamics, explored by 2D-EXSY experiments, suggest that assembly and disassembly of complexes occur through two distinct pathways, slipping or clipping, and this depends on the size of the end groups. The slipping pathway is predominant with smaller end groups that give pseudorotaxane-like complexes, while the clipping pathway is observed with larger end groups that yield rotaxane-like complexes. Under the same conditions, exchange barriers (ΔG≠) were 14.3 kcal mol-1 for 4a and 16.7 kcal mol-1 for 4d, and indicate that the slipping process is at least one order of magnitude faster than the clipping process. Using threads 13a and 13b that contain two adipamide groups, more complicated systems have been investigated in which [2]rotaxane, [3]rotaxane, and free components are in equilibrium. Concentration- and temperature-dependent 1H NMR spectroscopic studies allowed the identification of all possible elements and the determination of their relative distributions in solution. For example, the relative distribution of the free components, [2]rotaxane, and [3]rotaxane are 30, 45, and 25%, respectively, in a mixture of 2 (2mM) and 13a (2mM) in CDCl3, at 10°C. However, [3]rotaxane exists nearly quantitatively in a mixture of 2 (4mM) and 13a (2mM) in CDCl3 at a low temperature - 10°C.
Thermodynamic Synthesis of Rotaxanes by Imine Exchange
Rowan, Stuart J.,Stoddart, J. Fraser
, p. 1913 - 1916 (2008/02/11)
(Matrix Presented) By utilizing the dynamic nature of imine bonds, it is possible to construct [2]rotaxanes from a ring and a preformed dumbbell under thermodynamic control. These dynamic [2]rotaxanes, which exhibit reversible supramolecular-like behavior
