Benzylammonium Salts Research Articles

The role of spin inversion in the triplet photochemistry of benzyl halides and benzylammonium salts

The role of spin inversion in the triplet photochemistry of benzyl halides and benzylammonium salts

Stereochemistry of photosolvolysis of (–)-1-phenylethyltrimethylammonium iodide in water and in methanol, and nucleophile capture ratios during photosolvolysis of some benzylammonium salts

The photosolvolysis of (–)-1-phenylethyltrimethylammonium iodide in water or methanol is characterised by extensive racemisation accompanied by some net configurational inversion, a result similar to that generally observed in thermal solvolysis via ion-pairs at chiral secondary centres. Recovered quaternary salt from the photolysis in water is only slightly if at all racemised, while likewise there is no observable epimerisation at nitrogen in recovered benzylammonium salts following photolysis in methanol of suitable derivatives of camphidine, trans-decahydroquinoline, and 4-phenylpiperidine. A strong preference for formation of the methyl ether rather than the alcohol is exhibited on either photochemical or thermal solvolysis of 1-p-methoxyphenylethyltrimethylammonium iodide in aqueous methanol, but nucleophile capture ratios during photosolvolysis of simple benzyltrimethylammonium salts in this mixed solvent system are much lower.

(−)579‐Bis[(S)‐(+)‐O,O′(1,1′‐binaphthly‐2,2′‐diyl)‐dithiophosphato]nickel(II) — The First Dithiophosphato Complex to Have Axial Chirality

The optically active NiII complex (1) could be prepared from the (+)-methyl benzylammonium salt of the (+)-acid (2) and nickel acetate. Metal complexes of dithiophosphoric and dithiphosphinic acids are of interest, e.g., adsorbents for chromatographic separation of Lewis bases.

Separation of AM(III) by extraction from nitrate solutions using some quaternary benzylammonium salts

Benzyldimethyldodecylammonium nitrate and benzyltrioctylammonium nitrate were used for the extraction of Am(III) from aqueous nitrate solutions. The dependence of the extraction performance for Am(III) on the concentration of nitric acid, the kind and concentration of salting-out agents in the aqueous phase, and the kind of solvent was investigated. Americium is extracted by the above quarternary salts as a R4NAm(NO3)4 associate. The extraction of Am(III) is compared with the extraction of lanthanides. The high differences in the distribution coefficients for lanthanides and americium can be utilized for the separation of lanthanides and americium.

Use of debenzylation of quaternary benzylammonium salts in the synthesis of α-deuteriated tertiary amines

Simple syntheses are described of two deuteriated tertiary amines, namely NN-dimethyl-p-nitro[α-2H2]benzylamine and tri([1-2H2]ethyl)amine. The deuteriation step in the preparation of the former amine involves a selective exchange of the benzyl protons in dimethylbis-(p-nitrobenzyl)ammonium bromide by treatment with alkaline deuterium oxide. The second preparation requires [1-2H2]ethyl iodide, which is converted into benzyltri([1-2H2]ethyl)ammonium iodide. The final, key step common to both syntheses is the debenzylation of the quaternary ammonium ion.

Stereochemistry of photosolvolysis of quaternary benzylammonium salts in hydroxylic solvents

The photosolvolysis of optically active 1-phenyl-ethyltrimethylammonium iodide in water or methanol is characterised by extensive racemisation acompanied by some net configurational inversion; the quaternary salt recovered from incomplete reaction in water has fully retained configuration at carbon, while analogous retention at nitrogen is observed in similar experiments in methanol with appropriately chosen related salts.

Solvolytic and radical processes in the photolysis of benzylammonium salts

Solvolytic and radical processes in the photolysis of benzylammonium salts