2-Norbornene-<i>exo</i>-<i>cis</i>-5,6-dicarboxylic acid

Batsanov, Andrei S.; Hesselink, Joanna L.

doi:10.1107/s1600536802018986

Cited by 3 publications

(1 citation statement)

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“…The X-ray structures (Figure ) of the monomers reveal similar bond lengths of the strained alkenes (1.312–1.336 Å) to other norbornenes, − suggesting that the substituents do not significantly change the strain in the double bond. Unfortunately, both AdaAntN monomers were significantly less soluble than their tert -butyl counterparts in THF, DCM, and CHCl 3 solvents.…”

Section: Resultsmentioning

confidence: 94%

Polymerization of Free-Volume-Promoting Monomers for Methane Absorption

Feng,

Luo,

Swager

2024

Macromolecules

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Cationic palladium catalysts containing N-heterocyclic carbene ligands were found to be effective catalysts for the chain-growth polymerization of monomers based on a fused [2.2.1]:[2.2.2] ring system. The shape-persistent monomers prevent dense packing of polymer chains and produce intrinsic microporosity in polymer solids. Gas absorption isotherm measurements reveal that surface areas greater than 1000 m 2 g −1 are produced in some materials. High molecular weight materials are produced, and catalyst optimization studies reveal that the steric bulk and electronic nature of the N-heterocyclic carbene ligands play dominant roles in determining the efficiency of the polymerization. The hydrocarbon nature of the microporous polymers enables methane absorption even at high humidity levels, which has anticipated utility in the creation of concentrators for robust point methane sensors.

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Section: Resultsmentioning

confidence: 94%

Polymerization of Free-Volume-Promoting Monomers for Methane Absorption

Feng,

Luo,

Swager

2024

Macromolecules

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Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its Anhydride

Aitken

Fotherby

Slawin

2022

Journal of Molecular Structure

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Pressure-controlled aggregation in carboxylic acids. A case study on the polymorphism of bromochlorofluoroacetic acid

2009

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Pressure induces different hydrogen-bonding patterns in the polymorphs of bromochlorofluoroacetic acid, CBrClFCOOH, by affecting the balance between secondary intermolecular interactions involving halogen and oxygen atoms. In polymorph a a pattern of the molecules syn-syn H-bonded into catemers is strongly corrugated, up to the limit imposed by steric hindrances between the neighboring chain members, whereas in polymorph b the molecules are H-bonded into dimers. No phase transition between the catemeric and dimeric CBrClFCOOH polymorphs, despite the over-pressurizing phase a by over 1.3 GPa into the stability region of phase b, demonstrates that the preference for dimeric and catemeric forms of carboxylic acids may be impossible for detection as classical solid-state phase transitions, without completely dissolving or melting these compounds and avoiding their nucleation. The smaller volume of the b phase, and hence its high-pressure stability, has been rationalized by more freedom of the 0-D dimers to adjust their positions in the crystal structure, compared to the 1-D catemers. The conformational limitations of the carboxylic-acid aggregates are consistent with the survey of all carboxylic-acid structures determined so far.

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2-Norbornene-exo-cis-5,6-dicarboxylic acid

Abstract: The crystal structure of the title compound, C9H10O4, contains three independent molecules in the asymmetric unit, with different orientations of carboxyl groups, all linked into an infinite chain through hydrogen bonds.

Cited by 3 publications

References 10 publications

Polymerization of Free-Volume-Promoting Monomers for Methane Absorption

Polymerization of Free-Volume-Promoting Monomers for Methane Absorption

Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its Anhydride

Pressure-controlled aggregation in carboxylic acids. A case study on the polymorphism of bromochlorofluoroacetic acid

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2-Norbornene-exo-cis-5,6-dicarboxylic acid

Abstract: The crystal structure of the title compound, C9H10O4, contains three independent mol­ecules in the asymmetric unit, with different orientations of carboxyl groups, all linked into an infinite chain through hydrogen bonds.

Cited by 3 publications

References 10 publications

Polymerization of Free-Volume-Promoting Monomers for Methane Absorption

Polymerization of Free-Volume-Promoting Monomers for Methane Absorption

Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its Anhydride

Pressure-controlled aggregation in carboxylic acids. A case study on the polymorphism of bromochlorofluoroacetic acid

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Abstract: The crystal structure of the title compound, C9H10O4, contains three independent molecules in the asymmetric unit, with different orientations of carboxyl groups, all linked into an infinite chain through hydrogen bonds.