16 research outputs found

    4-Chloro­benzoyl-meso-octa­methyl­calix[2]pyrrolidino[2]pyrrole: an acyl chloride derivative of a partially reduced calix[4] pyrrole

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    In the title compound, C35H47ClN4O, the two pyrrolidine rings have envelope conformations. The conformation of the macrocycle is stabilized by N—H⋯N hydrogen bonds and a C—H⋯N inter­action. The benzoyl ring is inclined to the adjacent pyrrole ring by 11.66 (11)°, with a centroid–centroid distance of 3.7488 (13) Å. In the crystal, molecules are linked by N—H⋯O hydrogen bonds into helical chains propagating in [010] and C—H⋯O and C—H⋯π interactions are also observed

    2,2′-[(2S*,6R*)-Piperidine-2,6-di­yl]­di­pro­pan-2-ol

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    In the title compound, C11H23NO2, the piperidine ring has a chair conformation. The two hy­droxy H atoms are disordered over two positions with fixed occupancy ratios of 0.57:0.43 and 0.63:0.37. In the mol­ecule, there are two short N—H⋯O inter­actions. In the crystal, four symmetry-related mol­ecules are linked by O—H⋯O hydrogen bonds to form a cage-like arrangement, centered about the point of inter­section of three twofold axes. These cages stack along the [100] direction

    2,2′-(Propane-2,2-di­yl)bis­(1H-pyrrole)

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    The title compound, C11H14N2, crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The two mol­ecules differ only slightly, with the pyrrole rings being inclined to one another at a dihedral angle of 87.67 (8)° in mol­ecule A and 88.09 (7)° in mol­ecule B. In the crystal, there are no classical hydrogen bonds, but the two pyrrole NH groups of one mol­ecule are involved in N—H⋯π inter­actions with the pyrrole rings of the other mol­ecule. In this manner, a compact box-like arrangement of the two independent mol­ecules is formed

    4,4-Bis(1H-pyrrol-2-yl)penta­nol

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    The title achiral compound, C13H18N2O, crystallized in the chiral monoclinic space group P21. The pyrrole rings are inclined to one another by 62.30 (11)°, and the propanol chain is in an extended conformation. In the crystal, the two pyrrole NH groups are involved in inter­molecular N—H⋯O hydrogen bonds, leading to the formation of a helical arrangement propagating along the b axis. An inter­esting feature of the crystal structure is the absence of any conventional hydrogen bonds involving the hydr­oxy H atom. There is, however, a weak inter­molecular O—H⋯π inter­action involving one of the pyrrole rings

    Hydrogenation of Calix[4]pyrrole: From the Formation to the Synthesis of Calix[4]pyrrolidine

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    Calix[4]pyrrolidine, is a topological analogue of the chromophore of the pigments of life. An efficient two-step procedure, starting with the condensation between acetone and pyrrole followed by a heterogenous catalytic hydrogenation, has been developed. Many unsuspected aspects demonstrating the influence of the topology on the physicochemical and chemical properties emerged. The simple, symmetric structure showed unique attributes

    Copper-Catalyzed Carbonylative Cross-Coupling of Alkyl Iodides and Amines

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    A general copper-catalyzed carbonylative cross-coupling between amines and alkyl iodides is reported. Using a simple combination of catalytic amounts of copper(I) chloride and N,N,N’,N”,N”-pentamethyldiethylenetriamine in the presence of sodium hydroxide under carbon monoxide pressure, a broad range of alkyl iodides and amines can be efficiently coupled to the corresponding amides that are obtained in good to excellent yields. Notable features of this process – the first one relying on a base metal catalyst – include the availability and low cost of the catalytic system, its successful use with primary, secondary, tertiary alkyl iodides and all classes of amines – with no or limited competing nucleophilic substitution without CO incorporation – as well as its efficiency with complex alkyl iodides and amines. Mechanistic studies demonstrated that a radical pathway is operative and the key role of CO.info:eu-repo/semantics/publishe
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