Centrohexaindane, a Unique Polyaromatic Hydrocarbon Bearing the Rare Cq(Cq)4 Core: Inelastic Neutron Scattering, Infrared and Raman Spectroscopy

Parker, Stewart F.; Fortes, A. Dominic; Nye, Daniel W.; Day, Sarah; Kuck, Dietmar

doi:10.1002/chem.202302057

Cited by 3 publications

(1 citation statement)

References 39 publications

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“…Inspection of the mode animations shows that the ortho -phenylene modes largely conform to the archetypes shown in electronic supplementary material, figure S3, and the spectra are similar to those of centrohexaindane, which contains six ortho -phenylene groups coordinated to a central neopentane-like core [ 31 ]. However, there is one crucial difference between the idealized isolated molecule modes shown in electronic supplementary material, figure S3, and those present in the solid state; this is illustrated in figure 6 .…”

Section: Resultsmentioning

confidence: 99%

Computational and spectroscopic ‍characterization of thianthrene

Rushworth,

Pascariu,

Sarter

et al. 2024

R. Soc. Open Sci.

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In this work, we have carried out a comprehensive characterization of the vibrational spectroscopy of the non-planar molecule thianthrene. The combination of infrared, Raman and inelastic neutron scattering spectroscopies is highly complementary and allows all of the modes to be observed. Periodic density-functional theory calculations have provided unambiguous assignments of the spectra. The literature states that C–S stretch modes occur in the 600–800 cm −1 range. We find that while there are modes that involve sulfur motion in this region, this is a consequence of motion in the ortho -phenylene rings. The modes that are driven by the C–S stretches are found in the ~400–500 cm −1 range. The C–S–C bending modes occur in the 200–300 cm −1 range; these have not been previously characterized.

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Section: Resultsmentioning

confidence: 99%

Computational and spectroscopic ‍characterization of thianthrene

Rushworth,

Pascariu,

Sarter

et al. 2024

R. Soc. Open Sci.

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A Perspective on Centrohexaindane Chemistry and a Deep‐Sleeping “Cartesian” Seed

Kuck

2024

Eur J Org Chem

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Centrohexaindane (C41H24), a structurally unique polyaromatic hydrocarbon bearing six mutually fused indane wings stretched out along the Cartesian axes of space, may be viewed as a seed for the construction of covalent and supramolecular three‐dimensional frameworks. A kaleidoscope of established and yet‐to‐be‐explored aspects of centrohexaindane chemistry is presented in this article. After addressing some ideas about the naked centrohexacyclic (and topologically nonplanar) C17‐core, which can be considered a “centrohexaquinacyne”, the diversity of known but mostly unknown functionalization patterns at the framework of centrohexaindane is addressed in increasing order of substitution at the twelve equivalent peripheral positions. The variety of centrohexaindanes bearing three identical groups is displayed including a very first access to a centrohexaindane that bears a C3‐symmetrically functionalized tribenzotriquinacene (TBTQ) unit and, thus, a potential for 3D oligocondensation. The diversity of known tetra‐ and hexasubstituted centrohexaindane derivatives is presented and conceivable synthesis strategies are discussed for even more highly functionalized derivatives. Finally, the successful access to centrohexaindanes with exhaustive functionalization and hydrocarbon extension at the twelve peripheral positions completes this overview on what may be a vastly open field, still.

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Pagodane—Solution and Solid-State Vibrational Spectra

Parker,

Mason,

Wilson

et al. 2024

Physchem

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In the present study, we report infrared and Raman spectra in both solution and the solid state, together with a state-of-the art inelastic neutron scattering spectrum, of the unusual molecule pagodane. Periodic DFT calculations have enabled a complete assignment of all the modes. The isolated molecule has D2h symmetry, which is reduced to Ci in the solid state. However, the preservation of the centre of symmetry means that the selection rules for infrared and Raman spectroscopy are almost unchanged. The exceptions are the D2hAu modes that are forbidden in the isolated molecule but become allowed in the solid state. These have been located in the solid-state spectra.

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Centrohexaindane, a Unique Polyaromatic Hydrocarbon Bearing the Rare C^q(C^q)₄ Core: Inelastic Neutron Scattering, Infrared and Raman Spectroscopy

Cited by 3 publications

References 39 publications

Computational and spectroscopic ‍characterization of thianthrene

Computational and spectroscopic ‍characterization of thianthrene

A Perspective on Centrohexaindane Chemistry and a Deep‐Sleeping “Cartesian” Seed

Pagodane—Solution and Solid-State Vibrational Spectra

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