N,N'-(p-Phenylene)dibenzamide (PPDB)

Abstract

Abstract. C20N202H16, monoclinic, P2~/c, a = 18.065(1), b = 5.247(1), c = 8.027(1) A, fl = 93.99 (1) °, Z = 2. The crystal structure has been refined by least-squares techniques. R w = 7.3%. The structure contains planar phenyl rings which are rotated with respect to the plane of the amide group owing to steric hindrance. The molecules are connected in one dimension by means of hydrogen bonds.

Thinking in Terms of Structure-Activity-Relationships (T-SAR): A Tool to Better Understand Nanofiltration Membranes

“…Then, two different geometries can be identified: planar aromatic rings derived from trimesoyl chloride and m-phenylene diamine, and spatial heterocyclic rings derived from piperazine. Furthermore, the trans-isomer (or Z-configuration) is expected to be the most preferred configuration for the planar amide bonds formed between trimesoyl chloride and m-phenylene diamine due to steric factors and charge interactions [18,19]. In the case of piperazine, the chair conformation is more energetically favored by the boat conformation, when the piperazine ring is forming part of an amide bond [20,21].…”

One‐Step Synthesis of Dicarboxamides through Pd‐Catalysed Aminocarbonylation with Diamines as N‐Nucleophiles

“…[35] Because anhydrous conditions are used in our case, the formation of triphenylphosphine oxide, indicated by GC-MS analysis (m/z [M] + = 277), suggests that triphenylphosphine is probably involved in palladium reduction. The structures of 4a-f, [36][37][38][39] 5b and 6b were established by NMR spectroscopy and further confirmed by high-resolution mass spectrometry. An attempt to perform the aminocarbonylation of the less reactive bromobenzene under the same conditions, with use of 1,2-diaminoethane as N-nucleophile, was unsuccessful, giving only traces of the desired diamide observed by NMR spectroscopy.…”

“…All compounds were subjected to column chromatography [Silicagel 60 (Merck), 0.063-0.200 mm], or simply recrystallised from solvents (the exact ratios are specified below for each compound). -1,3-diyl)bis(cyclohex-1-enecarboxamide) (2b) N,NЈ-(Butane-1,4-diyl)bis(cyclohex-1-enecarboxamide) N,NЈ-(trans-Cylohexane-1,2-diyl)bis(cyclohex-1-enecarboxamide N,NЈ-(1,4-Phenylene)bis(cyclohex-1-enecarboxamide -1,2-diyl)dibenzamide (4a): [36] [36] 13 N,NЈ-(Propane-1,3-diyl)bis(2-oxo-2-phenylacetamide) -1,4-diyl)dibenzamide (4c): [32,33] N,NЈ-[(1S,2S)-Cyclohexane-1,2-diyl]dibenzamide (4d): [36] N,NЈ-(1,4-Phenylene)dibenzamide (4e): [37,38] Biological Essays: The A549 cells were seeded onto a 96-well culture plate at 1 ϫ 10 4 cells per 0.2 mL of culture medium. After attachment, the cells were incubated with the dicarboxamide compounds at different concentrations (10 -4 to 10 -6 m) for 48 h at 37°C.…”

Effect of chain ends on the structure of aramid oligomers

“…5b, sheets of molecules are observed, as in the case of PPTA forms I and II, and one of the observed polymorphs of N,N′-p-phenylene dibenzamide (15). As solvent molecules are intercalated between 3ARA-NO 2 molecules, this packing does not provide information on the way hydrogen-bonded sheets of PPTA can form.…”

“…These model compounds are also possible candidates for organic gelators (14), as their aspect ratio should favor the existence of fibrils, leading to sol-gel formation. Only one model structure of this type has been reported (15)(16), the N,N′-p-phenylene dibenzamide, in which no substitution is present on the terminal aromatic rings. This compound has been shown to exist in two main forms, one crystal structure exhibiting hydrogen-bonded sheets of molecules placed in a parallel fashion, as in PPTA forms I and II, whereas the second exhibited a packing in which molecules overlap in a staggered arrangement.…”