¹³C NMR of acyclic sulphonated compounds including some fluorosulphonic acids: A chemical shift study

Abstract

A chemical shift analysis of the 13C NMR spectra of more than 50 acyclic sulphonic acids, alkali metal sulphonates and methyl esters was carried out. Chemical shift increment systems with n-alkanes as reference molecules were established for linear alkanesulphonates and alk-2-enesulphonates. Some shortchain fluorinated sulphonic acids were also studied, especially pentafluorothio derivatives. C-F spin-spin coupling constants were determined. Pauling electronegativity values for SO,H and SF, groups were derived from a chemical shift increments.

Highly selective binding of methyl orange dye by cationic water-soluble pillar[5]arenes

“…The pulse gradients were incremented from 2 to 95% of the maximum gradient strength in a linear ramp. [10][11][12][13][14] Most chemicals were purchased from Aldrich and used as received without additional purification. Organic solvents were purified in accordance with standard procedures.…”

“…For the preparation of a new pillar[5]arene 3, initially, a four step literature procedure of 4, 8,14,18,23,26,28,31,32,35decakis-[N-(2′,2′-diethylaminoethyl)-carbamoylmethoxy]-pillar [5]arene was performed, starting from commercially available 1,4-dimethoxybenzene. 11,12 4,8,14,18,23,26,28,31,32,carbamoylmethoxy]-pillar[5]arene (A). Product yield: 71%.…”

“…4, 8,14,18,23,26,28,31,32,2′,2′-triethylammoniumethyl)-carbamoylmethoxy]-pillar[5]arene deca iodide (3). Product yield: 0.52 g (84%).…”

“…Pillar[5]arenes 1 and 2 were synthesized according our original method. 6 4, 8,14,18,23,26,28,31,32,3′,3′-trimethylammoniumpropyl)-carbamoylmethoxy]-pillar[5]arene decaiodide (1). Product yield: 0.48 g (96%).…”

“…13 C NMR (CD 3 SOCD 3 ) δ C ppm: 170.89, 149.48, 129.88, 116.22, 68.30, 64.09, 53.09, 35.88, 29.12, 22. C,39.05;H,5.43;N,8.10. 4,8,14,18,23,26,28,31,32,,2′-diethylammoniumethyl)-carbamoylmethoxy]-pillar[5]arene decaiodide (2). Product yield: 0.45 g (88%).…”