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Relevant bibliographies by topics / N-N axially chiral molecules

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Journal articles

Academic literature on the topic 'N-N axially chiral molecules'

Author: Grafiati

Published: 6 September 2023

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Journal articles on the topic "N-N axially chiral molecules"

1

Fukasawa, Sota, Tatsuya Toyoda, Ryohei Kasahara, et al. "Catalytic Enantioselective Synthesis of N-C Axially Chiral N-(2,6-Disubstituted-phenyl)sulfonamides through Chiral Pd-Catalyzed N-Allylation." Molecules 27, no. 22 (2022): 7819. http://dx.doi.org/10.3390/molecules27227819.

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Recently, catalytic enantioselective syntheses of N-C axially chiral compounds have been reported by many groups. Most N-C axially chiral compounds prepared through a catalytic asymmetric reaction possess carboxamide or nitrogen-containing aromatic heterocycle skeletons. On the other hand, although N-C axially chiral sulfonamide derivatives are known, their catalytic enantioselective synthesis is relatively underexplored. We found that the reaction (Tsuji–Trost allylation) of allyl acetate with secondary sulfonamides bearing a 2-arylethynyl-6-methylphenyl group on the nitrogen atom proceeds wi

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2

Zhang, Xiaoke, Ya-Zhou Liu, Huawu Shao, and Xiaofeng Ma. "Advances in Atroposelectively De Novo Synthesis of Axially Chiral Heterobiaryl Scaffolds." Molecules 27, no. 23 (2022): 8517. http://dx.doi.org/10.3390/molecules27238517.

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Axially chiral heterobiaryl frameworks are privileged structures in many natural products, pharmaceutically active molecules, and chiral ligands. Therefore, a variety of approaches for constructing these skeletons have been developed. Among them, de novo synthesis, due to its highly convergent and superior atom economy, serves as a promising strategy to access these challenging scaffolds including C-N, C-C, and N-N chiral axes. So far, several elegant reviews on the synthesis of axially chiral heterobiaryl skeletons have been disclosed, however, atroposelective construction of the heterobiaryl

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3

Shi, Lei, Jiawei Zhu, Biqiong Hong, and Zhenhua Gu. "A Chiral Relay Race: Stereoselective Synthesis of Axially Chiral Biaryl Diketones through Ring-Opening of Optical Dihydrophenan-threne-9,10-diols." Molecules 28, no. 16 (2023): 5956. http://dx.doi.org/10.3390/molecules28165956.

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We report herein a point-to-axial chirality transfer reaction of optical dihydrophenanthrene-9,10-diols for the synthesis of axially chiral diketones. Two sets of conditions, namely a basic tBuOK/air atmosphere and an acidic NaClO/n-Bu4NHSO4, were developed to oxidatively cleave the C-C bond, resulting in the formation of axially chiral biaryl diketones. Finally, brief synthetic applications of the obtained chiral aryl diketones were demonstrated.

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4

Corti, Vasco, and Giulio Bertuzzi. "Organocatalytic Asymmetric Methodologies towards the Synthesis of Atropisomeric N-Heterocycles." Synthesis 52, no. 17 (2020): 2450–68. http://dx.doi.org/10.1055/s-0040-1707814.

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A perspective on the literature dealing with the organocatalytic asymmetric preparation of axially chiral N-heterocycles is provided. A particular focus is devoted to rationalize the synthetic strategies employed in each case. Moreover, specific classes of organocatalysts are shown to stand out as privileged motives for the stereoselective preparation of such synthetically challenging molecular architectures. Finally, an overview of the main trends in the field is given.1 Introduction2 Five-Membered Rings2.1 Arylation2.2 Dynamic Kinetic Resolution2.3 Ring Construction2.4 Central-to-Axial Chira

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5

Peerlings, H. W. I., and E. W. Meijer. "Synthesis and Characterization of Axially Chiral Molecules Containing Dendritic Substituents." European Journal of Organic Chemistry 1998, no. 4 (1998): 573–77. http://dx.doi.org/10.1002/(sici)1099-0690(199804)1998:4<573::aid-ejoc573>3.0.co;2-n.

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6

Zeindlhofer, Veronika, Phillip Hudson, Ádám Márk Pálvölgyi, et al. "Enantiomerization of Axially Chiral Biphenyls: Polarizable MD Simulations in Water and Butylmethylether." International Journal of Molecular Sciences 21, no. 17 (2020): 6222. http://dx.doi.org/10.3390/ijms21176222.

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In this study, we investigate the influence of chiral and achiral cations on the enantiomerization of biphenylic anions in n-butylmethylether and water. In addition to the impact of the cations and solvent molecules on the free energy profile of rotation, we also explore if chirality transfer between a chiral cation and the biphenylic anion is possible, i.e., if pairing with a chiral cation can energetically favour one conformer of the anion via diastereomeric complex formation. The quantum-mechanical calculations are accompanied by polarizable MD simulations using umbrella sampling to study t

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7

Wang, Jiaming, Changgui Zhao, and Jian Wang. "Recent Progress toward the Construction of Axially Chiral Molecules Catalyzed by an N-heterocyclic Carbene." ACS Catalysis 11, no. 20 (2021): 12520–31. http://dx.doi.org/10.1021/acscatal.1c03459.

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8

Suzuki, Yuya, Masato Kageyama, Ryuichi Morisawa, et al. "The synthesis of optically active N–C axially chiral tetrahydroquinoline and its response to an acid-accelerated molecular rotor." Chemical Communications 51, no. 56 (2015): 11229–32. http://dx.doi.org/10.1039/c5cc03659c.

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9

Matsui, Ryosuke, Erina Niijima, Tomomi Imai, et al. "Intermolecular Halogen Bond Detected in Racemic and Optically Pure N-C Axially Chiral 3-(2-Halophenyl)quinazoline-4-thione Derivatives." Molecules 27, no. 7 (2022): 2369. http://dx.doi.org/10.3390/molecules27072369.

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The halogen bond has been widely used as an important supramolecular tool in various research areas. However, there are relatively few studies on halogen bonding related to molecular chirality. 3-(2-Halophenyl)quinazoline-4-thione derivatives have stable atropisomeric structures due to the rotational restriction around an N-C single bond. In X-ray single crystal structures of the racemic and optically pure N-C axially chiral quinazoline-4-thiones, we found that different types of intermolecular halogen bonds (C=S⋯X) are formed. That is, in the racemic crystals, the intermolecular halogen bond

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10

Krishnamurthy, M. S., and Noor Shahina Begum. "Crystal structure of ethyl 2-cyano-3-[(1-ethoxyethylidene)amino]-5-(3-methoxyphenyl)-7-methyl-5H-1,3-thiazolo[3,2-a]pyrimidine-6-carboxylate." Acta Crystallographica Section E Crystallographic Communications 71, no. 4 (2015): o256—o257. http://dx.doi.org/10.1107/s2056989015005241.

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In the title compound, C22H24N4O4S, the central pyrimidine ring adopts a sofa conformation with the ring-junction N atom displaced by 0.2358 (6) Å from the mean plane of the remaining ring atoms. The 3-methoxyphenyl ring, at the chiral C atom opposite the other N atom, is positioned axially and is inclined to the thiazolopyrimidine ring with a dihedral angle of 83.88 (7)°. The thiazole ring is essentially planar (r.m.s. deviation = 0.0034 Å). In the crystal, pairs of weak C—H...O hydrogen bonds link molecules related by twofold rotation axes to formR22(8) rings, which in turn are linked by wea

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