2010
DOI: 10.1016/j.jfluchem.2009.11.013
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Involvement of organic fluorine substitution in the crystalline packing structures of tricyclic Diels–Alder adducts derived from diarylfulvenes and N-arylimides

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Cited by 26 publications
(31 citation statements)
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“…Also, as previously demonstrated [9], 6,6-diarylfulvenes have proven suitable diene components in Diels-Alder reactions [10].…”
Section: Introductionmentioning
confidence: 56%
See 1 more Smart Citation
“…Also, as previously demonstrated [9], 6,6-diarylfulvenes have proven suitable diene components in Diels-Alder reactions [10].…”
Section: Introductionmentioning
confidence: 56%
“…In the same way behaves the compound 2 since there is no close intermolecular distance in the crystal structure (closest distance between adjacent aryl rings 4.7 Å ) that would indicate a p-stacking interaction [26]. Instead, a weak bifurcated C-HÁÁÁF contact [9] (d = 2.56 Å , h = 157°, d = 2.48 Å , h = 141°) leads to a zigzag chain along the crystallographic b-axis. In addition, C-HÁÁÁp interactions [27] connect the zigzag chains to a molecular network and stabilize the crystal structure of the compound 2.…”
Section: Structures Of Halogenated Diphenylfulvenes 2-5mentioning
confidence: 99%
“…The torsion angle between the two ring systems in 2·CH 3 NO 2 is 35.58 on average. A comparison with other known derivatives [18,19] with the same imide unit revealed remarkable differences. In fluorinated N-phenyl-substituted maleimides or phthalimides, the torsion angle of about 598 is a result of the balance between repulsive and attractive forces between the ortho-substituents (H,F) and the oxygen atoms and the conjugation of p electrons over the whole molecular system.…”
Section: Resultsmentioning
confidence: 88%
“…Even in the field of s-triazines, the reaction of melamine with phthalic acid derivatives is rarely reported. [17] Cyclic imides like phthalimides or maleimides are known for their polymorphism, [18] the unusual non-inclusion of solvents in tricyclic derivatives, [19] as self-healing polymers, [20] and as host-guest networks. [21] Herein we report the successful synthesis of the triimide 2 by the nucleophilic reaction of 1 with phthalic acid chloride.…”
Section: Introductionmentioning
confidence: 99%
“…Detailed understanding of the electronic structure of the molecules and the specific intermolecular interaction terms would enable us to engineer better molecular structures and control their physic-chemical properties for targeted applications [3][4][5]. The driving force for the molecular packing arrangements largely arises from non-covalent interaction between molecules, such as hydrogen bonding, pÁ Á Áp stacking interactions as well as van der Waals force.…”
Section: Introductionmentioning
confidence: 99%