Cubane derivatives

Захаров, В. В.; Bugaeva, G. P.; Ivanova, M. E.; Романова, Л. Б.; Erëmenko, L. T.; Нефедов, С. Е.; Еременко, И. Л.

doi:10.1007/bf02495563

Cited by 4 publications

(2 citation statements)

References 6 publications

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“…In those cases, the solid states structures are mainly determined by hydrogen bonding. Among them we have found two systems with interpenetrating hydrogen bond networks: 1,4-(dihydroxymethyl)cubane [18] and the α-form of hydroquinone. [19] However, these compounds are too small and are not preoriented to build up cavities for the inclusion of guest molecules.…”

Section: Resultsmentioning

confidence: 98%

Supramolecular Structures by Hydrogen Bonding: The Solid‐State Structure of Tris[3‐(3‐dimethylamino‐1‐oxoprop‐2‐enyl)phenyl]phosphane Oxide

et al. 2007

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Tris[3‐(3‐dimethylamino‐1‐oxoprop‐2‐enyl)phenyl]phosphaneoxide, which can be synthesized quantitatively by oxidation of the corresponding phosphane, crystallizes in the trigonal space group R$\bar {3}$. Because of the four different strong proton accepting sites (1 × P=O, 3 × C=O), this molecule can form P=O···H–O–H···O=P and C=O···H–C hydrogen bonds in the solid state, which results in the generation of two interpenetrating networks. In the cavities of the solid‐state structure, water and acetone are enclosed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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Section: Resultsmentioning

confidence: 98%

Supramolecular Structures by Hydrogen Bonding: The Solid‐State Structure of Tris[3‐(3‐dimethylamino‐1‐oxoprop‐2‐enyl)phenyl]phosphane Oxide

et al. 2007

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“…Related disulfide-based ladderphanes have recently been disclosed . Like a DNA molecule, the aromatic linkers in these ladderphanes are cofacially aligned, and the corresponding single-stranded polynorbornenes can undergo replication generating a daughter polymer. − Each of the monomeric unit in 1 spans about 5–6 Å. − , The smallest possible dimensions of cylindrical 1,4-disubstituted cubane derivatives and related substituted C 8 H 6 -valence isomers such as cuneane, syn- tricycle[4.2.0.0 2,5 ]octadiene, or cyclooctatetraene are no more than 3.8 Å . It is envisaged that a cubane derivative and related valence isomers can fit into this space and, therefore, could be used as linkers for double-stranded ladderphanes.…”

Section: Introductionmentioning

confidence: 99%

Polynorbornene-Based Double-Stranded Ladderphanes with Cubane, Cuneane, Tricyclooctadiene, and Cyclooctatetraene Linkers

et al. 2012

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Double-stranded ladderphanes 2, 3, and 5 having cubane, cuneane, and cyclooctatetraene linkers are synthesized by ring-opening metathesis polymerization (ROMP) of the corresponding bisnorbornene monomers 10, 11, and 13, respectively. Attempts to polymerize the corresponding tricyclooctadiene-linked bisnorbornene 12 are not successful, starting monomer being recovered. Polymer with this tricyclic diene linker 4 is obtained from the rhodium-catalyzed isomerization of 2. The scanning tunneling microscopic (STM) image of 2 shows an ordered pattern on the graphite surface by self-assembly.

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Approaches to 1,4‐Disubstituted Cubane Derivatives as Energetic Materials: Design, Theoretical Studies and Synthesis

Namboothiri

Lal

Bhattacharjee

et al. 2022

Chemistry An Asian Journal

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Novel 1,4‐disubstituted cubane derivatives have been designed and selected ones have been successfully synthesized and characterized by various analytical and spectroscopic techniques, including single‐crystal X‐ray analysis. A detailed computational study at B3LYP/6‐311++G(d,p) level of theory revealed that all newly designed 1,4‐disubstituted cubane derivatives possess higher densities, higher density‐specific impulse and superior ballistic properties when compared to conventional fuels, for example, RP‐1. These compounds also exhibit acceptable kinetic and thermodynamic stabilities which were evaluated in terms of their HOMO‐LUMO energy gap and bond dissociation energies, respectively, and are superior to TEX and many other compounds containing explosophoric groups. These results provide novel insights into the possible application of cubane‐based energetic materials.

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Cubane derivatives

Abstract: An efficient procedure for the preparation of 1,4-bis(hydroxymethyl)cuhane by mdoction of cubane-1,4-dicarboxylic acid or its dimethyl ester with aluminum hydride was developed. The molecular structure of 1,4-bis(hydroxymethyl)cubane was established by X-ray diffraction analysis.

Cited by 4 publications

References 6 publications

Supramolecular Structures by Hydrogen Bonding: The Solid‐State Structure of Tris[3‐(3‐dimethylamino‐1‐oxoprop‐2‐enyl)phenyl]phosphane Oxide

Supramolecular Structures by Hydrogen Bonding: The Solid‐State Structure of Tris[3‐(3‐dimethylamino‐1‐oxoprop‐2‐enyl)phenyl]phosphane Oxide

Polynorbornene-Based Double-Stranded Ladderphanes with Cubane, Cuneane, Tricyclooctadiene, and Cyclooctatetraene Linkers

Approaches to 1,4‐Disubstituted Cubane Derivatives as Energetic Materials: Design, Theoretical Studies and Synthesis

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