Nucleophilic Substitution of 4-Bromo-5-nitrophthalodinitrile: XVII. Synthesis and Properties of Bifunctionally Substituted Metal Phthalocyanines with Aryloxy and Nitro Groups

respectively) were cocrystallized with the metal acetylacetonates [M(acac) 2 ] (M = Pd (1), Pt (2)) to give the three adducts 1•2BNPN, 2• 2BNPN, and 1•2INPN, exhibiting reverse arene sandwich solid-state structures. The inspection of the XRD data for the adducts revealed new types of (lone pairBr) bifurcated halogen bonds (XBs) along with some other types of short contacts were recognized. The XRD experiments were supported by Hirshfeld surface analysis and DFT calculations: i.e., topological analysis of the electron density distribution within the framework of the QTAIM method at the ωB97XD/DZP-DKH level of theory. Estimated energies of all studied noncovalent contacts vary from 0.6 to 3.8 kcal/ mol. Article pubs.acs.org/crystal

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Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···d_z²[M] and Halogen Bond Interactions

Baykov

Filimonov

Rozhkov

et al. 2019

Crystal Growth & Design

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Synthesis and Spectral-Luminescent Properties of Octa-substituted Aluminum Phthalocyanines Bearing Biphenyloxy Groups

et al. 2019

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Nucleophilic Substitution in 4-Bromo-5-nitrophthalodinitrile: XVIII. Synthesis and Spectral Properties of Octasubstituted Zinc Phthalocyanines with Cyclohexylphenol Moieties

Znoiko,

Kuzmina,

Maizlish

et al. 2023

Russ J Gen Chem

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Nucleophilic Substitution of 4-Bromo-5-nitrophthalodinitrile: XVII. Synthesis and Properties of Bifunctionally Substituted Metal Phthalocyanines with Aryloxy and Nitro Groups

Cited by 4 publications

References 15 publications

Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···d_z²[M] and Halogen Bond Interactions

Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···d_z²[M] and Halogen Bond Interactions

Synthesis and Spectral-Luminescent Properties of Octa-substituted Aluminum Phthalocyanines Bearing Biphenyloxy Groups

Nucleophilic Substitution in 4-Bromo-5-nitrophthalodinitrile: XVIII. Synthesis and Spectral Properties of Octasubstituted Zinc Phthalocyanines with Cyclohexylphenol Moieties

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Nucleophilic Substitution of 4-Bromo-5-nitrophthalodinitrile: XVII. Synthesis and Properties of Bifunctionally Substituted Metal Phthalocyanines with Aryloxy and Nitro Groups

Cited by 4 publications

References 15 publications

Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···dz2[M] and Halogen Bond Interactions

Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···dz2[M] and Halogen Bond Interactions

Synthesis and Spectral-Luminescent Properties of Octa-substituted Aluminum Phthalocyanines Bearing Biphenyloxy Groups

Nucleophilic Substitution in 4-Bromo-5-nitrophthalodinitrile: XVIII. Synthesis and Spectral Properties of Octasubstituted Zinc Phthalocyanines with Cyclohexylphenol Moieties

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Product

Resources

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Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···d_z²[M] and Halogen Bond Interactions

Reverse Sandwich Structures from Interplay between Lone Pair−π-Hole Atom-Directed C···d_z²[M] and Halogen Bond Interactions