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Gdaniec, Мaria; Bytner, Tomasz; Szyrszyng, Monika; Połoński, Tadeusz

doi:10.1023/a:1011833630056

Cited by 5 publications

(3 citation statements)

References 3 publications

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“…In this way, the handedness of 2 1 helical assemblies can be determined by the molecular tilt. Other benzene derivatives are also included in the host cavity of cholic acid in a similar fashion 20–23. The included benzene derivatives and the handedness of their helical columns observed in 46 inclusion crystals are summarized in Table 1, in which all but six of the 2 1 helical arrangements were determined to be right‐handed on the basis of the method described above (see below); six benzene derivatives did not form 2 1 helical columns probably owing to a steric effect of the substituents and the existence of another guest molecule.…”

Section: Resultsmentioning

confidence: 99%

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 2₁ Helical Assembly

Tanaka

Hisaki

Tohnai

et al. 2007

Chemistry An Asian Journal

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Achiral molecules can form aggregates with chirality. This depends on the relative position of the molecules, in other words, the tilt of the molecules (so-called supramolecular tilt chirality). In this paper, we describe supramolecular chirality appearing in a 2(1) column composed of symmetrical benzene molecules, which is formed in the host cavity of inclusion crystals of cholic acid. Moreover, we determined the handedness, that is, right or left, of the 2(1) helical column of benzene on the basis of the molecular tilt. Determination of the 2(1) helical handedness was performed on assemblies of other benzene derivatives in cholic acid crystals and benzene assemblies in other host frameworks selected from the Cambridge Structural Database. Finally, we demonstrated complementarity of the handedness between the 2(1) symmetrical host framework of cholic acid and the benzene column.

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Section: Resultsmentioning

confidence: 99%

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 2₁ Helical Assembly

Tanaka

Hisaki

Tohnai

et al. 2007

Chemistry An Asian Journal

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“…Crystallographic studies of substituted nitrosobenzenes and calculations both confirm the generality of this phenomenon (Table ). The table omits structures with significant disorder and R factors greater than 6%, because their low precision does not allow detailed analysis of geometric features. − Moreover, structures of electron-rich heteroaromatic nitroso compounds are also omitted, because their key features resemble those of nitrosobenzene derivatives and they add little to the basic understanding of how substituents interact with the nitroso group. Specific electron-rich heteroaromatic nitroso compounds for which structural data are available include derivatives of benzothiazole, benzothiophene, imidazopyrimidine, indolizine, and pyrazole. − In addition, the structures of over 60 related derivatives of 5-nitrosopyrimidine have been published in the last two decades. − The marked interest in this family of compounds mainly stems from their biological activity , and their use as intermediates in the synthesis of biologically relevant heterocycles. − …”

Section: Structures Of Nitrosoarenes and Their Azodioxy Dimersmentioning

confidence: 99%

Dimerization of Aromatic C-Nitroso Compounds

2016

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Aromatic C-nitroso compounds (Ar-N═O) and related species have a rich chemical history, and they continue to interest researchers in many fields. Among the most distinctive and puzzling properties of these compounds is their ability to dimerize reversibly to form azodioxy compounds. The present review subjects this intriguing phenomenon to comprehensive analysis. All aspects of the subject are examined in detail, including the structures of monomeric and dimeric forms, the mechanism of dimerization, features that favor or disfavor dimerization, thermodynamic and kinetic factors, dimerization under specific conditions (including in solution, in the solid state, and on surfaces), and the special associative behavior of dinitroso and polynitroso compounds. By summarizing the current state of knowledge, the review promises to spur further advances in the evergreen field of C-nitroso chemistry, including the discovery of new ways to exploit the reversible dimerization of nitrosoarenes.

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“…The C(1)-N=O bond angle of 113.0(2) is midway between typical trigonal planar and tetrahedral bond angles. As a comparison nitrosobenzene, PhNO, has N=O and C-N bond lengths of 1.241 (7) and 1.421 (7) Å respectively and its C-N=O bond angle is 114.8(5) [20]. All of these features imply that the NO substituent is acting as a one-electron ligand to the cage even though its orientation aligns the nitrogen lone pair sp 2 AO in the same plane as (though divergent from) the C1 p-AO involved in C1-C2  bonding.…”

Section: Structural Aspectsmentioning

confidence: 99%

New synthetic and structural studies on nitroso-ortho-carboranes RCB10H10CNO and bis(ortho-carboranyl)amines (RCB10H10C)2NH (R=Ph or Me)

et al. 2009

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2009)'New synthetic and structural studies on nitroso-ortho-carboranes RCB10H10CNO and bis(ortho-carboranyl)amines (RCB10H10C)(2)NH (R = Ph or Me). ', Polyhedron., 28 (4). pp. 789-795. Further information on publisher's website:http://dx.doi.org/10. 1016/j.poly.2008.12.014 Publisher's copyright statement: NOTICE: this is the author's version of a work that was accepted for publication in Polyhedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reected in this document. Changes may have been made to this work since it was submitted for publication. A denitive version was subsequently published in Polyhedron, 28, 4, 2009Polyhedron, 28, 4, , 10.1016Polyhedron, 28, 4, /j.poly.2008 Additional information: Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details.

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Cited by 5 publications

References 3 publications

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 2₁ Helical Assembly

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 2₁ Helical Assembly

Dimerization of Aromatic C-Nitroso Compounds

New synthetic and structural studies on nitroso-ortho-carboranes RCB10H10CNO and bis(ortho-carboranyl)amines (RCB10H10C)2NH (R=Ph or Me)

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Cited by 5 publications

References 3 publications

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 21 Helical Assembly

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 21 Helical Assembly

Dimerization of Aromatic C-Nitroso Compounds

New synthetic and structural studies on nitroso-ortho-carboranes RCB10H10CNO and bis(ortho-carboranyl)amines (RCB10H10C)2NH (R=Ph or Me)

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Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 2₁ Helical Assembly

Supramolecular Tilt Chirality Derived from Symmetrical Benzene Molecules: Handedness of the 2₁ Helical Assembly