Fully fluorinated alkoxides. Part II. Ethoxides, propoxides, and butoxides

1967 ◽  
Vol 45 (4) ◽  
pp. 389-395 ◽  
Author(s):  
M. E. Redwood ◽  
C. J. Willis

Ionic, fully fluorinated, ethoxides, n-propoxides, isopropoxides, and n-butoxides of the heavier alkali metals may be made by the reaction of the appropriate acyl fluoride, or of hexafluoroacetone, with the metal fluoride. Factors affecting the stability and possible synthetic use of such compounds are discussed, together with n.m.r. (nuclear magnetic resonance) and infrared spectral data.

Holzforschung ◽  
2006 ◽  
Vol 60 (5) ◽  
pp. 492-497 ◽  
Author(s):  
Toshinari Kawada ◽  
Yuko Yoneda ◽  
Ryuji Asano ◽  
Ippei Kan-no ◽  
Walther Schmid

Abstract The first total synthesis of plantamajoside (1), 2-(3′,4′-dihydroxylphenyl)ethyl-4-O-caffeoyl-3-O-(β-D-glucopyranosyl)-β-D-glucopyranoside, which is one of the dihydroxyphenylethyl glycosides (caffeic acid sugar esters), is described. Key intermediate 2, 2-[3′,4′-bis(O-benzyl)phenyl]ethyl 2,6-di-O-acetyl-4-O-[3′,4′-bis(O-benzyl)caffeoyl]-β-D-glucopyranoside was glycosylated with trichloroacetoimidoyl 2,3,4,6-tetra-O-acetyl-α-D-glycopyranoside (3) to afford plantamajoside derivative 4a, 2-[3′,4′-bis(O-benzyl)phenyl]ethyl 2,6-di-O-acetyl-4-O-[3′,4′-bis(O-benzyl)caffeoyl]-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside, in 39% yield. Plantamajoside derivative 4a was successfully converted into the target compound, plantamajoside (1), through a series of de-protective procedures. 1H- and 13C nuclear magnetic resonance (NMR) spectral data of the synthesized plantamajoside (1) were identical to those of the natural compound.


1965 ◽  
Vol 43 (7) ◽  
pp. 1893-1898 ◽  
Author(s):  
M. E. Redwood ◽  
C. J. Willis

The preparation is described of the trifluoromethoxides of the heavier alkali metals, i.e. MOCF3 where M = K, Rb, or Cs. These are stable, crystalline, ionic solids made by the reversible reaction of carbonyl fluoride with the appropriate metal fluoride. No trifluoromethoxides could be prepared from lithium, sodium, barium, or thallium(I) fluorides. Factors affecting the relative stability of such compounds are discussed.


1978 ◽  
Vol 33 (12) ◽  
pp. 1563-1564
Author(s):  
H. Parlar

Photoreactions of 2-exo-bromo-5,6,7,8,9,9- hexachloro-1,2,4 a, 5,8,8 a-hexahydro-5,8-methanonaphthaline (1) were studied in the presence of acetophenone. With the help of column chromatography an unusual isomerisation product (3) was isolated, whose structure was established by spectral data obtained by mass spectrometry, infrared spectroscopy, and 1H nuclear magnetic resonance measurements.


1967 ◽  
Vol 45 (11) ◽  
pp. 1201-1207 ◽  
Author(s):  
C. F. H. Allen

The spectral data, predominantly nuclear magnetic resonance spectra, of a number of carbonyl-bridged and related compounds have been examined. In most instances they confirm the structures arrived at by classical procedures, but in some instances revisions have been made.


1978 ◽  
Vol 11 (11) ◽  
pp. 535-540 ◽  
Author(s):  
D. L. Dalrymple ◽  
C. L. Wilkins ◽  
G. W. A. Milne ◽  
S. R. Heller

Molbank ◽  
10.3390/m1031 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1031
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Yulian Voynikov

The compound in the title was prepared by reaction between tryptamine and ibuprofen using N,N′-dicyclohexylcarbodiimide as a “dehydrating” reagent. The structure of the newly synthesized compound was determined by nuclear magnetic resonance (NMR) (1H-NMR and 13C-NMR), UV, IR, and mass spectral data.


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