Synthesis of novel lipophilic and/or fluorophilic ethers of perfluoro-tert-butyl alcohol, perfluoropinacol and hexafluoroacetone hydrate via a Mitsunobu reaction: Typical cases of ideal product separation

Synthesis and characterization of fluorous (S)- and (R)-1-phenylethylamines that effect heat facilitated resolution of (±)-2-(8-carboxy-1-naphthylsulfinyl)benzoic acid via diastereomeric salt formation and study of their circular dichroism

“…These values are increased either by the number of fluorous ponytails (Table 2, entries 1 and 2, 3 and 4) or the removal of the polar and hydrogen-bond forming >NH groups with an N-methylation reaction ( Table 2, entries 1-5 and 3-6). To show that specific fluorophilicity, f spec , correlates with cohesion parameter, d de Wolf , the fluorous isotherm of the free amines was calculated with a group contribution method [12,13]. Good linear fitting was found as expected: the lower d de Wolf , the larger the f spec is ( Fig.…”

“…Only the bis(perfluoroalkylalkyl)-and bis(perfluoroalkoxyalkyl)-derivatives among the HCl salts tested were found to be soluble in benzotrifluoride (Table 1, entries 7 and 12). Methanol and chloroform displayed good solvation power in all cases (Table 1, entries [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18].…”

“…1 H NMR (CDCl 3 ): d 1.35 (3H, d, J = 6.6 Hz, CH 3 ), 3.75 (1H, q, J = 6.6 Hz, CH), 2.60; 2.47 (2H, m, NCH 2 ), 2.12 (2H, m, CH 2 CF 2 ), 1.72 (2H, m, CH 2 CH 2 CH 2 ), m,H(Ar.). 13 C NMR (CDCl 3 ): d 21.0 (CH 3 ), 24.4 (CH 2 CH 2 CH 2 ), 28.8 (t, 2 J CF = 22.5 Hz, CH 2 CF 2 ), 46.6 (NCH 2 ), 58.3 (CH), 126.5 (C(Ar. ), o-CH), 127.0 (C(Ar.…”

Anodic oxidation of alkane carboxylates and perfluoroalkane carboxylates at platinum and graphite anodes: product selectivity and mechanistic aspects

“…It may be concluded that graphite electrode favors two-electron oxidation (non-Kolbe) products irrespective of the carbon chain length of the starting material. It is well known that the Pt electrode prefers radical or cationic pathway depending mainly on the structural features of carboxylic acid and inert salts as additives to achieve and enhance the yield of cation-derived products [9,11,25,26]. To examine the electron withdrawing nature in the structure of carboxylate on the yield and the electrolysis product, perfluorooctanoate was taken and electrolyzed under similar experimental conditions as in run 5.…”

Synthesis of novel fluorous surfactants for microdroplet stabilisation in fluorous oil streams

“…There are a number of reports describing the synthesis of fluorosurfactants [20][21][22][23][24]. These compounds are generally synthesised by the conjugation of a perfluoroalkyl chain to a variety of hydrophilic head groups via a variety of chemical linkers.…”