38261-81-3Relevant academic research and scientific papers
Conformational effect on macroscopic chirality modification of cholesteric mesophases by photochromic azobenzene dopants
Ruslim, Christian,Ichimura, Kunihiro
, p. 6529 - 6535 (2000)
Azobenzenes having different positional substituents were dissolved in cholesteric liquid crystals to make cholesteric pitches tunable by photoisomerization. E-to-Z photoisomerization of 3,3′-disubstituted or 2,2′-dimethyl-3,3′-disubstituted azobenzenes resulted in a moderate change or even no change in the maximum wavelengths of reflectivity of the cholesteric phase, whereas azobenzene or 4,4′-disubstituted azobenzenes showed much bigger changes. The different in the conformations between the E- and Z-isomers of the azobenzenes is discussed to explain the observed characteristics. The photoinduced modification of helical pitches by photoisomerization of achiral azobenzenes was identical between a pair of enantiomeric cholesteric solvents, suggesting no preferred intrinsic handedness of the achiral azobenzenes. Experimental results with the corresponding chiral azobenzene suggested that the contribution of the conformation of the azobenzene to the effective helical twisting power is more pronounced than that of the molecular chirality arising from the asymmetric carbon at the terminal alkyl substituents. The photoinduced shortening or lengthening of the helical pitch seems to be determined crucially by the thermal characteristics of the cholesteric liquid crystals.
Effect of regioregularity and role of heteroatom on the chiral behavior of oligo(heteroalkyl thiophene)s
Marinelli, Martina,Angiolini, Luigi,Lanzi, Massimiliano,Di Maria, Francesca,Salatelli, Elisabetta
, p. 1361 - 1376 (2020)
Novel optically active oligothiophenes bearing electron-donating chiral side chains have been prepared by synthetic methods suitable to achieve regioregular head-to-tail and head-to-head/tail-to-tail derivatives. In particular, the chiral (S)-(2-methyl)butyl moiety was linked at position 3 of the thiophene ring through heteroatoms, such as S or O, to evaluate its effect on the macro molecular aggregation and, consequently, on the chiroptical properties of the material in the solid state. The materials have been fully characterized and investigated by optical and chiroptical methods upon aggregation both from the solution and as cast films. Compared with the related head-to-tail and head-to-head/tail-to-tail poly(3-alkyl)thiophene derivatives, with the same optically active moiety directly linked to the ring and possessing a higher polymerization degree, the chiroptical properties of the newly synthesized oligomers were significant, or even better, and provided insight into the role of intrachain–interchain interactions between the heteroatom and the thienyl sulfur atom.
Absolute configuration at the tricarballylic acid moieties of fumonisin B2
Boyle, Craig D.,Kishi, Yoshito
, p. 4579 - 4582 (1995)
The configuration at the chiral centers of the two tricarallylic acid moieties of fumonisin B2 is shown to be R. This stereochemistry is opposite to that recently suggested by others for the tricarballylic acid portions of fumonisin B1 and AAL toxin T(A).
Synthesis of a novel chiral DA-TD covalent organic framework for open-tubular capillary electrochromatography enantioseparation
Chen, Hongli,Chen, Xingguo,Lv, Wenjuan,Pan, Congjie,Wang, Guoxiu
supporting information, p. 403 - 406 (2022/01/19)
Herein, a novel chiral covalent organic framework, DA-TD COF, with good chemical/thermal stability was synthesized and used as a chiral stationary phase for open-tubular capillary electrochromatography enantioseparation. The DA-TD COF coated capillary exh
Structure-Elucidating Total Synthesis of the (Polyenoyl)tetramic Acid Militarinone C §
Brückner, Reinhard,Drescher, Christian,Hamburger, Matthias,Keller, Morris,Potterat, Olivier
supporting information, (2020/03/30)
The (polyenoyl)tetramic acid militarinone C (1) heads a family of seven members. Before our work, the configuration of C-5 was unknown whereas the configurations of C-8′ and C-10′ were either (R,R) or (S,S). We synthesized the four stereoisomers of constitution 1, which conform with these insights. This included cross-coupling both enantiomers of the western building block (8) with both enantiomers of the eastern building block (9). The specific rotations of the resulting 1 isomers suggested that natural 1 is configured like the coupling partners (S)-8 and (R,R)-9. This conclusion was corroborated by degrading natural 1 to alcohol 35 and by proving its configurational identity with synthetic (R,R)-35.
Magnetic substance and magnetic substance manufacturing method
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Page/Page column 12; 13, (2017/11/01)
[object] A magnetization technique that enhances magnetic properties of an organic compound is provided without damaging properties of the organic compound or while maintaining the structure of the organic compound. [solution] The present disclosure is a method for manufacturing a magnetic substance composed of crystals of a magnetization target compound and an electron acceptor by combining the magnetization target compound with the electron acceptor; forming a solution by dissolving a mixture of the magnetization target compound and the electron acceptor in a solvent; maintaining the solution in a very low temperature state and allowing the solution to deposit the crystals of the magnetic target compound and the electron acceptor; and separating the crystals from the solvent.
Studies on tridecaptin B1, a lipopeptide with activity against multidrug resistant Gram-negative bacteria
Cochrane, Stephen A.,Lohans, Christopher T.,Van Belkum, Marco J.,Bels, Manon A.,Vederas, John C.
, p. 6073 - 6081 (2015/06/08)
Previously other groups had reported that Paenibacillus polymyxa NRRL B-30507 produces SRCAM 37, a type IIA bacteriocin with antimicrobial activity against Campylobacter jejuni. Genome sequencing and isolation of antimicrobial compounds from this P. polymyxa strain show that the antimicrobial activity is due to polymyxins and tridecaptin B1. The complete structural assignment, synthesis, and antimicrobial profile of tridecaptin B1 is reported, as well as the putative gene cluster responsible for its biosynthesis. This peptide displays strong activity against multidrug resistant Gram-negative bacteria, a finding that is timely to the current problem of antibiotic resistance.
Efficient Syntheses of Star-Branched, Multifunctional Mesogens
Song, Shuang,Rudick, Jonathan G.
supporting information, p. 3244 - 3247 (2015/07/15)
Star-branched molecular architectures lend themselves to convergent synthesis strategies for creating materials that combine three or more functional modalities, but these approaches require a core moiety with several reactive groups that are orthogonal t
Molecular tectonics: Homochiral 3D cuboid coordination networks based on enantiomerically pure organic tectons and ZnSiF6
Larpent, Patrick,Jouaiti, Abdelaziz,Kyritsakas, Nathalie,Hosseini, Mir Wais
supporting information, p. 4468 - 4470 (2013/06/04)
Upon combining enantiomerically pure bis-monodentate organic tectons with ZnSiF6, homochiral 3D cuboid architectures displaying chiral channels are formed.
Pheromone synthesis. Part 243: Synthesis and biological evaluation of (3R,13R,1′S)-1′-ethyl-2′-methylpropyl 3,13-dimethylpentadecanoate, the major component of the sex pheromone of Paulownia bagworm, Clania variegata, and its stereoisomers
Mori, Kenji,Tashiro, Takuya,Zhao, Boguang,Suckling, David M.,El-Sayed, Ashraf M.
experimental part, p. 2642 - 2653 (2010/05/18)
All of the four stereoisomers of (1′S)-1′-ethyl-2′-methylpropyl 3,13-dimethylpentadecanoate, the major component of the female sex pheromone of Clania variegata, were synthesized by employing olefin cross metathesis as the key reaction and starting from (R)- or (S)-2-methyl-1-butanol, (R)- or (S)-citronellal, and (S)-2-methyl-3-pentanol. Their bioassay revealed the (3R,13R,1′S)-isomer as the bioactive one, whose more efficient synthesis was achieved in two different ways by employing Wittig reaction as the key step.
