Structures cristallines du [2.2.2]paracyclophane (I) (C24H24) et de son complexe avec le perchlorate d'argent (II) (C24H24.AgClO4)

“…The optimized structure is consistent with the experimental C 3 structure (RMSD: 0.011 Å from a C 3 point group), where the silver center is located 1.383 Å above the center (exp. : 1.433 Å), in good agreement with the experimental data . The averaged Ag−C distance of 2.599 Å (exp.…”

Section: Resultsmentioning

confidence: 99%

“…In the original report the conformation of the complex [2.2.2]pCp–Ag I was speculated to have the Ag I cation at the center of the organic cavity. Further structural studies revealed that in such a π‐prismand complex, the silver cation is bonded to one face of the cavity involving a C=C double bond for each arene moiety, resulting in a η 2 :η 2 :η 2 coordination mode (or an overall η 6 ) because of symmetry and energetic considerations, as was recently described…”

Section: Introductionmentioning

confidence: 99%

Influence of Ag⁺ on the Magnetic Response of [2.2.2]Paracyclophane: NMR Properties of a Prototypical Organic Host for Cation Binding Based on DFT Calculations

et al. 2015

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The complexation of metal cations into a host–guest situation is particularly well exemplified by [2.2.2]paracyclophane and AgI, which leads to a strong cation–π interaction with a specific face of the host molecule. Through this study we sought a deeper understanding of the effects the metal center has on the NMR spectroscopic properties of the prototypical organic host, generating theoretical reasons for the observed experimental results with an aim to determine the role of the cation–π interaction in a host–guest scenario. From an analysis of certain components of the induced magnetic field and the 13C NMR shielding tensor under its own principal axis system (PAS), the local and overall magnetic behavior can be clearly described. Interestingly, the magnetic response of such a complex exhibits a large axis-dependent behavior, which leads to an overall shielding effect for the coordinating carbon atoms and a deshielding effect for the respective uncoordinated counterparts, evidence that complements previous experimental results. This proposed approach can be useful to gain further insight into the local and overall variation of NMR shifts for host–guest pairs involving both inorganic and organic hosts.

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“…The solid-state structures of 2a, 8 2b, 9 and 2c 6 have been reported, and extensive NMR studies have been carried out for the whole series 2. 4 The solid-state structure of the title compound 2a reveals that the benzene rings in this hydrocarbon are pla- …”

Section: Figurementioning

confidence: 99%

Exploring the Chemistry of [2.2.2]Paracyclophane

Lehne

Ernst

Henning

2016

Synlett

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Starting with the parent compound [2.2.2]paracyclophane several routes were developed to synthesize its 4-vinyl derivative. From the 4-aldehyde and the bromomethyl derivative the stilbenophanes were prepared which photocyclize to the phenanthrenophanes. A new route to a bridged ketone was developed which was subjected to the addition of phenyllithium and to typical aromatic substitution reactions (inter alia Rieche formylation, Friedel-Crafts acylation). Bromination of the bridged ketone yielded an unusual tropone derivative. Electrophilic substitution reactions were also carried out for the bridged hydrocarbon, the reduction product of the bridged ketone. For both the bridged ketone and the bridged hydrocarbon the electrophilic substitutions occur regioselectively, favoring the introduction of the new substituent in a syn orientation to the bridging keto and methylene group, respectively. 1

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Structures cristallines du [2.2.2]paracyclophane (I) (C24H24) et de son complexe avec le perchlorate d'argent (II) (C24H24.AgClO4)

Cited by 62 publications

References 5 publications

Structure of the 1/1 complexes of [2.2.2]paracyclophane and [2.2.2.2]paracyclophane with tetracyanoethylene, C24H24.C6N4 (I) and C32H32.C6N4 (II)

Structure of the 1/1 complexes of [2.2.2]paracyclophane and [2.2.2.2]paracyclophane with tetracyanoethylene, C24H24.C6N4 (I) and C32H32.C6N4 (II)

Influence of Ag⁺ on the Magnetic Response of [2.2.2]Paracyclophane: NMR Properties of a Prototypical Organic Host for Cation Binding Based on DFT Calculations

Exploring the Chemistry of [2.2.2]Paracyclophane

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Structures cristallines du [2.2.2]paracyclophane (I) (C24H24) et de son complexe avec le perchlorate d'argent (II) (C24H24.AgClO4)

Cited by 62 publications

References 5 publications

Structure of the 1/1 complexes of [2.2.2]paracyclophane and [2.2.2.2]paracyclophane with tetracyanoethylene, C24H24.C6N4 (I) and C32H32.C6N4 (II)

Structure of the 1/1 complexes of [2.2.2]paracyclophane and [2.2.2.2]paracyclophane with tetracyanoethylene, C24H24.C6N4 (I) and C32H32.C6N4 (II)

Influence of Ag+ on the Magnetic Response of [2.2.2]Paracyclophane: NMR Properties of a Prototypical Organic Host for Cation Binding Based on DFT Calculations

Exploring the Chemistry of [2.2.2]Paracyclophane

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Influence of Ag⁺ on the Magnetic Response of [2.2.2]Paracyclophane: NMR Properties of a Prototypical Organic Host for Cation Binding Based on DFT Calculations