O. D. Gupta, B. Twamley, J. Shreeve
Aug 1, 2005
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0
Influential Citations
10
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Journal
Journal of Fluorine Chemistry
Abstract
Abstract N , N , N ′, N ′-Tetramethylmethanediamine (1a) , N , N , N ′, N ′-tetramethylethanediamine (1b) , N , N , N ′, N ′-tetramethyl-1,3-propanediamine (1c) , and N , N , N ′, N ′-tetramethyl-1,6-hexanediamine (1d) were reacted at 25 °C with 1,1,1,5,5,5-hexafluoro-2,4-pentanedione (2a ), 2,2-dimethyl-6,6,7,7,8,8,8-heptafluoro-3,5-octanedione (2b) , 2-thenoyltrifluoroacetone (2c) , and 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione (2d) to form the ionic adducts 3 – 18 . 1,4,7,10-Tetraazacyclododecane (1e) reacted at 25 °C with β-diketones (2a – d) and 1,1,1-trifluoro-2,4-pentanedione (2e) to give ionic solids 19 – 23 in good yields. Some of the products are liquid at 25 °C and are thermally stable over long liquid ranges as determined by thermal gravimetric analyses. Single-crystal X-ray structure determinations show that compounds 9 and 21 crystallize in the monoclinic space groups P 2(1)/ c and P 2(1)/ n , respectively. All the new compounds were characterized by 1 H, 19 F and 13 C NMR, electrospray MS and/or elemental analyses.