Mesoporous Aluminosilicates in the Synthesis of N-Heterocyclic Compounds

Kinetics and Catalysis - The catalytic properties of samples of amorphous mesoporous aluminosilicate ASM with different Si/Al molar ratios (40, 80, 160) were studied in the synthesis of practically...     

Photoswitchable Phosphonate–Fullerene Hybrids with Cholinesterase Activity

Modern progress in photopharmocology calls for new generation of compounds joining bioactivity, photoswitchable properties and high selectivity of response to light wavelength. Introduced here, phosphonate–fullerene hybrids are the first representatives of such compounds. Phosphonate–fullerene hybrids were synthesized on a base of fullerene C₆₀ and organophosphates with the function of photoswitchable cholinesterase activity—phosphorylated thiazolotriazole and aminomalonate compounds and studied with FTIR, UV–VIS spectroscopy and IPC-micro neurotoxin amperometric analysis. As a result of spectroscopic and bioactivity characterization, it was not only demonstrated butyrylcholinesterase (BuChE) inhibition increase in phosphonate–fullerene hybrids compared with pure phosphonates but also pronounced response of inhibition degree to laser irradiation of hybrids. It was found opposite behavior of hybrids as a result of laser irradiation—BuChE inhibition drop-off for thiazolotriazole–fullerene and pronounced growth for aminomalonate–fullerene. The other remarkable peculiarity of presented phosphonate–fullerene hybrids is high selectivity of inhibition change degree to laser wavelength (266 or 325 nm).     

Synthesis of Long,Palladium End‐Capped Polyynes through the Use of Asymmetric 1‐Iodopolyynes

The synthesis of a unique series of long, asymmetric 1‐iodopolyynes ( 1 ‐C_nI and 2 ‐C_nI) with the sp‐hybridized carbon chain up to a decapentayne is reported. These compounds were then used as substrates in reactions with Pd(PPh₃)₄ leading to another series of palladium end‐capped polyynes, which were unstable in solution. Organometallic octatetraynes 1 ‐C₈[Pd]I, 2 ‐C₈[Pd]I, and decapentayne 1 ‐C₁₀[Pd]I are palladium end‐capped polyyne compounds with the longest carbon chains reported so far. All the complexes as well as their organic precursors were fully characterized by NMR, HRMS(ESI), IR, TGA‐DTA, and UV/Vis techniques, and the X‐ray crystal structures of two silyl‐protected precursors and one palladium complex are presented. The synthetic approach for palladium species is envisioned as a general route for the synthesis of labile organometallic polyynes.     

A hierarchically zeolite Y for the N-heterocyclic compounds synthesis

High activity and selectivity of the hierarchical H-Ymmm zeolite in the synthesis of practically important pyridines (by interaction of C₂–C₄ alcohols with formaldehyde and ammonia, cyclocondensation of acetaldehyde and propanal with ammonia), dialkyl quinolines (by reaction of aniline with aldehydes) and alkyl dihydroquinolines (by reaction of aniline with ketones- acetone, acetophenone) were revealed in the research.The advantages of the micro-meso-macroporous H-Ymmm zeolite over the microporous H-Y zeolite in the synthesis of pyridines and quinolines were demonstrated. In the products formed by the reaction of ethanol with formaldehyde and ammonia, picolines (up to 63%) and lutidine are predominant in H-Ymmm, Pb-H-Ymmm and Fe-H-Ymmm zeolites. The interaction of n-propanol (n-butanol) with formaldehyde and ammonia in the presence of H-Ymmm zeolite with high selectivity produced 3,5-lutidine (up to 90%) or 3,5-diethylpyridine (85%). H-Ymmm zeolite makes it possible to prepare 2-methyl-5-ethylpyridine with 87% selectivity (reaction of acetaldehyde with ammonia) and 2-ethyl-3,5-dimethylpyridine with 58% selectivity (reaction of propanal with ammonia).The synthesis of dialkylquinolines and dialkyltetrahydroquinolines with a total selectivity of 65–73% by the interaction of aniline with C₃–C₅ aldehydes has been carried out. The dihydroquinoline derivatives with the selectivity of up to 70% have been synthesized by the reaction of aniline with ketones (acetone, acetophenone).     

Oxidation of ferrocene with ozone and chemiluminescence

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2529–2530, December, 1995.     

Variation of luminescence properties of the reaction solution during preparation of a component of Ziegler-Natta catalyst by the reaction of Tb with Ph3CCl

Photoluminescence is used to test lanthanide-C bonds and to identify unstable intermediates in the synthesis of Ph₃CTbCl₂, a component of Ziegler-Natta catalyst.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2053–2055, October, 1995.