2,6-diaminopyridine is extensively used as a pharmaceutical intermediate and a hair dye coupler as oxidation formulations. It is soluble in protic solvents. Primary and secondary amines are N-methylated by various methods such as direct alkylation of amines with Hofmann mechanism, but in many of these methods due to overalkylations, we earn a mixture of amino products. Consequently, they aren't...

The measurement of deprotonation sites in multifunctional molecules following electrospray ionization is important to better inform a wide range spectroscopic and photophysical studies that use prepare molecular species for study the gas phase. We demonstrate low-resolution UV–vis laser photodissociation spectroscopy can be applied situ identify deprotomers three coumaric acids, trans-para-coum...

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.

Ionic liquids are organic salts that melt at low temperatures and provide a set of properties beneficial for diverse applications. These properties include good thermal stability, high ionic conductivity, low volatility and non-flammability. In this thesis protic ionic liquids have been at focus, which are of interest for use as electrolytes in next-generation proton exchange membrane fuel cell...

kinetic studies were made of the reactions between triphenylphosphine 1, dialkyl acetylenedicarboxylates 2 in the presence of nh-acid, such as maleimid (as a protic/nucleophilic reagent) 3. to determine the kinetic parameters of the reactions, they were monitored by uv spectrophotometery. the second order fits were automatically drawn and the values of the second order rate constant (k2) were a...

Copper(I) halides are employed as ‘phosphine sponges’ to sequester phosphor-ylides when using phosphine-based Grubb’s metathesis catalysis in polar protic solvents and under heat. These cuprous halides are hypothesized to significantly slow the formation of the ruthenium hydride olefin isomerization catalyst. We demonstrate their use in both cross metathesis and ring-closing metathesis.

A simple enol acetal underwent rapid cleavage in acidic solution to generate a difluorinated enol, which was sufficiently long-lived to be characterized by 2D NMR in a protic solvent at ambient temperature. Density functional theory calculations on a model reaction suggest that there are significant differences in protonation transition state timing between the fluorinated and nonfluorinated en...

Bis-protic N-heterocyclic carbene complexes of platinum and palladium (4) yield dimeric structures 6 when treated with sodium tert-butoxide in CH2Cl2. The use of a more polar solvent (THF) and a strong base (LiN(iPr)2) gave the lithium chloride adducts monobasic complex 7 or analogous dibasic complex 8.

Lithium amidoborane (LiNH(2)BH(3), LiAB for short), is capable of chemoselectively reducing α,β-unsaturated ketones to the corresponding allylic alcohols at ambient temperature. A mechanistic study shows that the reduction is via a double hydrogen transfer process. The protic H(N) and hydridic H(B) in amidoborane add to the O and C sites of the carbonyl group, respectively.

The activity of proteases chymotrypsin and subtilisin dissolved in a range of protic hydroxylalkylammonium ionic liquids was tested against the model substrate APEE (N-acetyl-L-phenylalanine ethyl ester); activity was only observed for subtilisin in diethanolammonium chloride (DEA Cl), while chymotrypsin was not active in any PIL tested.