2,4,6-Trichlorophenol (TCP) sulfonate esters undergo effective aminolysis under conventional heating and microwave irradiation; the reactivity of these species is such that chemoselective transformations of PFP sulfonate esters can be achieved.

Treatment of cyanuric chloride with chiral amines or esters of chiral amino acids gave chiral 2,4-dichloro-6-alkylamino-1,3,5-triazines (2-5) in 49-69% yield, which were found useful as coupling reagents. Enantioselective activation and enantioselective aminolysis in the presence of 2-5 was observed.

The aminolysis of (NPCl2)2NSOPh by methyland ethylamine in diethylether proceeds mainly via a non-geminal substitution pattern. In acetonitrile both geminal and nongeminal substitution is observed. The preparation of the derivatives is described and the iH and 3 1P NMR data are discussed. The interpretation of the NMR spectra is supported by the simulation of the spectra of NPClNHMeNPCl2NSOPh.

Thiourea catalysts accelerate aminolysis of N-acyl homoserine lactones (AHLs), molecules integral to bacterial quorum sensing. The catalysts afford rate enhancement of up to 10 times the control in CD(3)CN. Mild catalysis in other polar aprotic solvents is still observed, while the activity is attenuated in polar protic solvents.

A novel [3]rotaxane composed of two 25-membered crownophanes and one axle molecule having two anthryl end groups was successfully synthesized via covalent bond formation followed by aminolysis, and can incorporate caesium ion into the space between the two macrocycles as a 1 : 1 sandwich-type complex, whereas it makes a 1 : 2 complex with lithium ion.