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cis-to-trans isomerization of azobenzene investigated by using thin films of metal-organic frameworks.
Phys Chem Chem Phys
September 2015
Institute of Functional Interfaces (IFG), Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany.
The activation barrier for cis-to-trans isomerization is a key parameter for governing the properties of photoswitchable molecules. This quantity can be computed by using theoretical methods, but experimental determination is not straightforward. Photoswitchable molecules typically do not change their conformation in the pure crystalline state.
View Article and Find Full Text PDFCrystalline-state cis-to-trans transformation of a two-dimensional spin-crossover system.
Chemistry
February 2011
Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education, State Key Laboratory of Optoelectronic Materials and Technologies, School of Chemistry & Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, P. R. China.
Kinetico-mechanistic study of the thermal cis-to-trans isomerization of 4,4'-dialkoxyazoderivatives in nematic liquid crystals.
J Phys Chem B
January 2010
Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès, 1-11, E-08028, Barcelona, Spain.
4,4'-Dialkoxy-substituted azobenzenes are usually required for technical applications. Here, we study the mechanism through which the azo-dye thermally isomerizes from the unstable cis isomer to the more stable trans isomer when it is incorporated in the nematic liquid-crystalline state. We have determined the kinetic and thermal activation parameters for this process in different nematic environments.
View Article and Find Full Text PDFUse of chirally modified zeolites and crystals in photochemical asymmetric synthesis.
J Am Chem Soc
March 2002
Department of Chemistry, University of British Columbia, Vancouver, Canada V6T 1Z1.
Three different approaches to asymmetric induction in the cis-to-trans photoisomerization of a number of 1-benzoyl-2,3-diphenylcyclopropane derivatives are reported: the use of chiral inductors and covalent chiral auxiliaries in MY zeolites and the use of ionic chiral auxiliaries in crystals. High levels of asymmetric induction were achieved using the latter two methods-up to 71% through the use of covalent chiral auxiliaries in zeolites and a remarkable 99% via the solid state ionic chiral auxiliary approach. In the zeolite method, the diastereomeric excess was found to depend strongly on the nature of the zeolite cation, M(+), and in the ionic chiral auxiliary approach, evidence is presented that it is the fixed orientation of the benzoyl group with respect to the cyclopropane ring that controls enantioselectivity in the crystalline state-a finding that is directly relevant to theoretical work on this topic.
View Article and Find Full Text PDFConformational polymorphism in peptidic and nonpeptidic drug molecules.
Biopolymers
April 1997
Structural Biochemistry Group, Department of Biochemistry, The University of Edinburgh, UK.
Macrolide ligands that bind FK506 binding proteins and cyclosporins that a bind cyclophilins are chemically dissimilar but can share a number of structural and biological properties. Both families of ligands have very different conformations in the free state compared to those adopted when complexed with their binding protein. These transformations involve twisting from cis to trans about specific amide bonds, which result in significant changes in the hydrogen-bonding capabilities of the molecular surfaces.
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