Acylative kinetic resolution of racemic amines using N-phthaloyl-(S)-amino acyl chlorides

A comparative study of the kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using N-phthaloyl-(S)-amino acyl chlorides as chiral acylating agents is described. Temperature and solvent effects on the stereochemical features have been examined. It has been found that N-phthaloyl-(S)-phenylalanyl and N-phthaloyl-(S)-2-phenylglycyl chlorides bearing aromatic substituents close to the stereogenic centre are more stereoselective acylating agents than N-phthaloyl-(S)-alanyl chloride. For the preparative kinetic resolution of racemic amines N-phthaloyl-(S)-phenylalanyl chloride proved to be the most appropriate chiral acylating agent.     

Determination of enantiomeric purity of 1-substituted 3-amino-1,2-dicarba-<Emphasis Type="Italic">closo</Emphasis>-dodecaboranes by HPLC on chiral stationary phases

A determination of enantiomeric purity of 1-substituted (Me, Ph, and Prⁱ) 3-amino-1,2dicarba-closo-dodecaboranes by HPLC on chiral Chiralcel OD-H and Chiralpac AD stationary phases involving preliminary phthaloylation of 3-aminocarboranes has been suggested as a general method.     

Catalytic effect of nanosized metal oxides in the Biginelli reaction

The effect of nanosized metal oxides on the regio- and stereoselectivity of the multicomponent Biginelli reaction and the reaction mechanism under conditions of heterogeneous catalysis were studied. It was found that the considerable activation of reagents occurred on the surface of metal nanooxides. The Biginelli reaction occurred by two mechanisms: a carbocationic mechanism took place along with the generally accepted mechanism (through the N-acyliminium ion). Nanosized metal oxides in the presence of chiral inductors increased the regio- and stereoselectivity of the Biginelli reaction.     

Synthesis and properties of analogs of 5(4)-aminoimidazole-4(5)-carboxamide and purines. 11. Investigation of the structure and reactivity of imidazolethioamides

The IR, UV, and PMR spectra of 5(4)-mercaptoimidazole-4(5)-carboxamide, 5(4)-hydroxyimldazole-4(5)-thiocarboxyamide, 5(4)-mercaptoimidazole-4(5)-thiocarboxamide, and the corresponding methyl derivatives were studied. It is shown that the mercaptoimidazoles obtained exist in the form of zwitterions in solution. The methylation of the mercapto- and hydroxyimidazoles with various methylating agents in solvents was investigated, and the reaction of the thioamides with hydrazine was carried out.See [1] for Communication 10.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 957–962, July, 1982.     

Metallic hydrogen with a strong electron–phonon coupling at a pressure of 300–500 GPa

Atomic metallic hydrogen, which has a lattice with the FDDD unit cell symmetry, has been shown to be a stable phase at a hydrostatic pressure of 350–500 GPa. The found structure has a phonon spectrum which is stable with respect to decay. The structural, electronic, phonon, etc., characteristics of normal metallic phases of hydrogen at a pressure of 350–500 GPa have been ab initio calculated.     

Synthesis of the (2<Emphasis Type="Italic">S</Emphasis>,4<Emphasis Type="Italic">S</Emphasis>)-stereoisomers of 4-(indol-1-yl) and 4-arylamino derivatives of 5-oxoproline,proline, and 2-hydroxymethylpyrrolidine

Nucleophilic substitution of the halogen atom in dimethyl (S)-4-bromoglutamate followed by removal of the protecting groups and closure of a lactam ring afforded (2S,4S)-4-(indolin-1-yl)-5-oxoproline. The indoline fragment was oxidized into the indole fragment to give (2S,4S)-4-(indol-1-yl)-5-oxoproline; reduction of the carbonyl groups with BH3 yielded (2S,4S)-4-(indol-1-yl)prolines and (2S,4S)-2-hydroxymethyl-4-(indol-1-yl)pyrrolidines. Reduction of (2S,4S)-4-arylamino-5-oxoprolines with BH3 to the corresponding (2S,4S)-4-arylaminoprolines and (2S,4S)-4-arylamino-2-hydroxymethylpyrrolidines was studied.     

Metastable Semimetallic Solid Atomic Phase of Nitrogen

JETP Letters - A new solid atomic phase of nitrogen, which is dynamically stable at pressures above 20 GPa, has been predicted within the density functional theory. This phase has a low symmetry of...     

Quantum-Chemical Study of Structural Stone–Wales Defect in Functionalized Fullerene C<Subscript>20</Subscript>

The formation energy and the Stone—Wales defect structure in fullerene C₂₀ doped with one of functional groups H, Cl, F, or OH are calculated within the density functional theory. It is shown that the functional group type and binding site have a significant effect on the defect formation energy. It is found that the C₂₀F compound is significantly more stable than other considered systems, i.e., C₂₀Cl, C₂₀H, and C₂₀OH.     

Effect of a Nitrogen Doping and a Mechanical Stress on the Adsorption Capacity of Graphdiene

Physics of the Solid State - The quantum chemical simulation of adsorption of atomic hydrogen on pristine and nitrogen-doped graphdienes has been performed. The preferential sites, adsorption on...