1,8-Diiodoanthracene

Nakanishi, Waka; Hitosugi, Shunpei; Piskareva, Anna; Isobe, Hiroyuki

doi:10.1107/s1600536810035191

Cited by 3 publications

(1 citation statement)

References 11 publications

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“…The two ligand frameworks Anthraphos Ph and Anthraphos Xyl were synthesized, starting from commercially available 1,8-dibromoanthracene ( 1 , molecular structure from X-ray diffraction in the Supporting Information). , The addition of chlorodiphenylphosphine or bis(3,5-dimethylphenyl)chlorophosphine to the lithiated organic backbone 1 in THF led to Anthraphos Ph ( 2 ) in 87% yield and Anthraphos Xyl ( 3 ) in 76% yield. A subsequent overnight reaction under reflux conditions of ligands 2 and 3 with bis(benzonitrile)palladium(II) chloride in 2-methoxyethanol led to precatalysts [Pd(Anthraphos Ph )Cl] ( 4 , in 80% yield) or [Pd(Anthraphos Xyl )Cl] ( 5 , in 75% yield).…”

Section: Results and Discussionmentioning

confidence: 99%

Hydroamination of Aromatic Alkynes to Imines Catalyzed by Pd(II)–Anthraphos Complexes

et al. 2020

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Section: Results and Discussionmentioning

confidence: 99%

Hydroamination of Aromatic Alkynes to Imines Catalyzed by Pd(II)–Anthraphos Complexes

et al. 2020

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Double‐Pillaring Strategy for Silacyclophanes: Synthesis and Structures of Disilanyl Double‐Pillared Bisanthracenes

Nakanishi¹,

Hitosugi²,

Shimada³

et al. 2010

Chemistry An Asian Journal

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A new series of silacyclophanes with two disilanyl pillars has been synthesized using a straightforward method. A silylation reaction of 1,8-dilithioanthracenes allowed the connection of two anthracene rings with two Si-Si bonds to afford disilanyl double-pillared bisanthracenes ((Si)DPBAs). The major product had an anti geometry of the anthracene rings, and a unique steplike structure favorable for σ-π conjugations was revealed by X-ray crystallographic analysis. Upon introducing a substituent at the 10-position of anthracene, we obtained a U-shaped isomer with syn geometry that yielded an excimer upon excitation and can decompose without steric protection.

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A novel characterization of organic molecular crystal structures for the purpose of crystal engineering

Thomas

2015

Acta Crystallogr Sect B

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A novel analytical approach is proposed for the characterization of organic molecular crystal structures where close packing is an important factor. It requires the identification of a unique reference axis within the crystal, along which three-dimensional space is divided into close-packed blocks (CPB) and junction zones (JZ). The degree of close packing along the reference axis is quantified by a two-dimensional packing function, ϕ2D, of symmetry determined by the space group. Values of ϕ2D reflect the degree of area-filling in planes perpendicular to this axis. The requirement of close packing within CPB allows the planar structures perpendicular to the reference axis to be analysed as tessellations of area-filling molecular-based cells (MBC), which are generally hexagonal. The form of these cells reflects the molecular shape in the cross-section, since their vertices are given by the centres of the voids between molecules. There are two basic types of MBC, Type 1, of glide or pseudo-glide symmetry, and Type 2, which is formed by lattice translations alone and generally requires a short unit-cell axis. MBC at layers of special symmetry are used to characterize the structures in terms of equivalent ellipses with parameters aell, bell and χell. The ratio aell/bell allows the established α, β, γ classification to be integrated into the current framework. The values of parameters aell and bell arising from all the structures considered, polynuclear aromatic hydrocarbons (PAH), substituted anthracenes and anthraquinones (SAA) and 2-benzyl-5-benzylidene (BBCP) are mapped onto a universal curve. The division of three-dimensional space into CPB and JZ is fundamentally useful for crystal engineering, since the structural perturbations brought about by substitution at hydrogen positions located within JZ are minimal. A contribution is also made to ongoing debate concerning the adoption of polar space groups, isomorphism and polymorphism.

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1,8-Diiodoanthracene

Cited by 3 publications

References 11 publications

Hydroamination of Aromatic Alkynes to Imines Catalyzed by Pd(II)–Anthraphos Complexes

Hydroamination of Aromatic Alkynes to Imines Catalyzed by Pd(II)–Anthraphos Complexes

Double‐Pillaring Strategy for Silacyclophanes: Synthesis and Structures of Disilanyl Double‐Pillared Bisanthracenes

A novel characterization of organic molecular crystal structures for the purpose of crystal engineering

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