Over 60 lignin-related model compounds were phosphitylated with 2chloro-4,4,5,5-tetramethyldioxaphospholane, a sterically hindered analogue of 2-chloro-1,3,2-dioxaphospholane used in earlier work, and their 31P chemical shifts were recorded. Excellent resolution between the chemical shifts of phosphitylated carboxylic acids, phenols and aliphatic alcohols was obtained. The correlations of the p...

Glycols and ethoxy– propoxy–alcohols are fundamental chemicals in industry, with annual productions of millions tons, still manufactured many cases corrosive unrecoverable catalysts such as KOH, amines BF3•OEt2. Here we show that commercially available, inexpensive, non–toxic, solid recyclable nanotitania catalyzes the hydration alkoxylation epoxides, water primary secondary alcohols but not ph...

The PM6 semiempirical method and the dispersion and hydrogen bond-corrected PM6-D3H+ method are used together with the SMD and COSMO continuum solvation models to predict pKa values of pyridines, alcohols, phenols, benzoic acids, carboxylic acids, and phenols using isodesmic reactions and compared to published ab initio results. The pKa values of pyridines, alcohols, phenols, and benzoic acids ...

We report the cross-dehydrative reaction of two alcohols to form unsymmetrical ethers using NHC–gold(I) complexes (NHC = N-heterocyclic carbene). Our progress in developing this reaction into a straightforward procedure is discussed in detail. The optimised methodology proceeds under mild reaction conditions and produces water as the sole by-product. The synthetic utility of this environmentall...

Triethylamine (Et3N) mediates esterification reactions between the title reagent (1) and carboxylic acids. Alcohols, phenols, amides, and other sensitive functionality are not affected; a dual role for Et3N as a promoter and a scavenger is postulated. Benzyl esters are obtained from substrates including amino acid and sugar derivatives.

The first metal-free reduction of lignin model compounds is described. Using inexpensive Et3SiH, PMHS and TMDS hydrosilanes as reductants, α-O-4 and β-O-4 linkages are reduced to primary alcohols and phenols under mild conditions using B(C6F5)3 as an efficient catalyst.

Composition of Loureiro and Alvarinho wines from the Vinhos Verdes region, respecting free volatile compounds as well as glycosidically bound aroma precursors, was exhaustively determined by GC-MS after adsorption on XAD-2 resin. On the whole, were identified and quantified 120 volatile compounds in the free fraction and 77 glycosidically bound compounds, belonging to C6-compounds, alcohols, fa...