Exploring the influence of steric hindrance and electronic nature of substituents in the supramolecular arrangements of 5-(substituted phenyl)-2-formylpyrroles

Abstract

The supramolecular arrangements of 5-(substituted phenyl)-2-formylpyrroles display the core formation of dimers, tetramers or polymers, depending on the phenyl substituents.

Synthesis, characterization and magnetism of homoleptic bis(5-aryl-2-iminopyrrolyl) complexes of iron(II) and cobalt(II)

“…The new 5-aryl-2-(N-2,6-diisopropylformimino)pyrrole HL type ligand precursors used in this work were prepared in good yields (ca. 70-90%) from the catalytic condensation reaction of the previously reported 5-aryl-2-formyl-1H-pyrroles [18] with 2,6-diisopropyl aniline, in refluxing toluene (Scheme 1). The corresponding homoleptic ML 2 complexes were synthetized in moderate to good yields by the salt metathesis of MCl 2 , where M is Fe or Co, with two equivalents of the sodium salt of the respective ligand precursor (Ia or Ib) prepared in situ in a THF solution.…”

“…The compounds 5-phenyl-2-formyl-1H-pyrrole and 5-(2,6-dimethylphenyl)-2-formyl-1Hpyrrole were prepared as reported in the literature [18].…”

Neutral Mono(5-aryl-2-iminopyrrolyl)nickel(II) Complexes as Precatalysts for the Synthesis of Highly Branched Ethylene Oligomers: Preparation, Molecular Characterization, and Catalytic Studies

“…Besides the variations at the N -imino function substituent, former modifications on the 2-iminopyrrolyl ligand scaffold toward the steric crowding at the metal center involved the substitution of the pyrrolyl carbon 5, adjacent to the ring nitrogen, which included only alkyl groups . Very recently, we started introducing aryl substituents at position 5 of the 2-iminopyrrolyl ring, being successful in the stabilization of highly unsaturated bis- and mono­(5-aryl- N -arylformimino)­pyrrolyl complexes of Fe­(II) and Co­(II). , The synthesis of the 5-aryl substituted 2-( N -arylformimino)­pyrrole ligand precursors is based on a sequential synthetic strategy in which the last step encompasses a condensation reaction between 5-aryl-2-formylpyrrole derivatives and substituted anilines (2,6-diisopropylaniline in the case of the present work) in refluxing toluene.…”

“…27 Very recently, we started introducing aryl substituents at position 5 of the 2-iminopyrrolyl ring, being successful in the stabilization of highly unsaturated bis-and mono(5-aryl-N-arylformimino)pyrrolyl complexes of Fe(II) and Co(II). 26a,b The synthesis of the 5-aryl substituted 2-(Narylformimino)pyrrole ligand precursors is based on a sequential synthetic strategy in which the last step encompasses a condensation reaction between 5-aryl-2formylpyrrole derivatives 28 and substituted anilines (2,6diisopropylaniline in the case of the present work) in refluxing toluene.…”

Crystal structure and Hirshfeld surface analysis of dibutyl 5,5′-(pentane-3,3-diyl)bis(1H-pyrrole-5-carboxylate)

“…Hydrogen-bonding interactions play an important role in the design of functional assemblies that exhibit a variety of properties and functions (Prins et al, 2001;Steiner, 2002). Pyrrole-2-carboxylate possesses one hydrogen-bond donor (N-H pyrrole ) and one acceptor (C O), which favour the formation of centrosymmetric dimers with pairs of N-HÁ Á ÁO hydrogen bonds (Figueira et al, 2015). The dimer motif is structurally similar to classic Watson-Crick nucleotide basepairs.…”