The synthesis of 3-(-)and 3-(+)-menthyl carboxylate pyrrole was achieved in four high yielding steps, including the triisopropylsilyl (TIPS) protection of the pyrrole nitrogen, bromination of the 3-position, lithium halogen exchange followed by reaction with menthyl chloroformate, and finally de-protection. Chemical polymerization of both the TIPS protected, and non-protected, menthyl carboxyla...

Near infrared spectroscopy (NIR) and two-dimensional correlation spectroscopy (2Dcos) were employed to study the dynamic self-disassociation behavior of hydrogen bonds in neat liquid pyrrole during heating. Two regions (7000-6430 cm(-1) for NH-related vibrational overtones and 6200-6100 cm(-1) for CH-related vibrational overtones and combination modes) are the focus of this paper, whose integra...

Intramolecular nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole esters is described. Efficient routes towards the synthesis of pyrrolopyrazinone, pyrrolotriazinone and pyrrolooxazinone have been developed. First, N-alkyne-substituted pyrrole ester derivatives were synthesized. Introduction of various substituents into the alkyne functionality was accomplished by a copp...

The biosynthesis of the pyrrolyl moiety of the fungal metabolite rumbrin originates from pyrrole-2-carboxylic acid. In an effort to produce novel derivatives with enhanced biological activity a series of substituted pyrrole-2-carboxylates were synthesised and incubated with the producing organism, Auxarthron umbrinum. Several 4-halo-pyrrole-2-carboxylic acids were incorporated into the metaboli...

The title achiral compound, C(13)H(18)N(2)O, crystallized in the chiral monoclinic space group P2(1). 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 inter-molecular N-H⋯O hydrogen bonds, leading to the formation of a helical arrangement propagating along the b axis. An...

The title compound, C(11)H(14)N(2), crystallized with two independent mol-ecules (A and B) in the asymmetric unit. The two mol-ecules differ only slightly, with the pyrrole rings being inclined to one another at a dihedral angle of 87.67 (8)° in mol-ecule A and 88.09 (7)° in mol-ecule B. In the crystal, there are no classical hydrogen bonds, but the two pyrrole NH groups of one mol-ecule are in...

The title pyrrole derivative compound, C(12)H(17)NO(4), was synthesized from methyl 3-oxopenta-noate by a Knorr-type reaction and contains a pyrrole ring to which two diagonal alk-oxy-carbonyl groups and two diagonal alkyl substituents are attached. The methyl-carbonyl and ethyl-carbonyl substituents are approximately co-planar with the pyrrole ring, making dihedral angles of 5.64 (2) and 3.44 ...

The potential tridentate Schiff base ligand 2-[1-(2-pyridyl-methyl-imino)eth-yl]pyrrole (HL) was synthesized from the condensation of 2-acetyl-pyrrole with 2-amino-methyl-pyridine. The title compound, [Cu(C(12)H(12)N(3))Cl], was synthesized from HL and copper(II) chloride using triethyl-amine as a base to deprotonate the pyrrole NH group. The title compound is a monomer and the central copper(I...

Calix[4]pyrroles having extended aromatic cavities have been functionalized with 4 ureas in the para position of their meso phenyl substituents. This elaboration of the upper rim was completed in 2 synthetic steps starting from the alpha,alpha,alpha,alpha-tetranitro isomer of the calix[4]pyrrole obtained in the acid catalyzed condensation of p-nitrophenyl methyl ketone and pyrrole. In dichlorom...

Photoelectron imaging and time of flight mass spectrometry are used to study the multiphoton ionization and dissociation of pyrrole and its cation following excitation at 243 nm and at 364.7 nm. Our results confirm the 8.2 eV ionization potential of pyrrole and the 9.2 eV ionization threshold for forming the 2B1 first excited state of the cation. Prompt photolysis of the N-H bond in neutral pyr...