Reactions of Ynamines with Iminium Salts

Abstract

Bis(N4luorosulfonylimido)sulfur difluoride [21 ( I ) reacts with dimethylamine in diethyl ether to give dimethylamidobis-(N-fluorosulfony1imido)sulfur fluoride (2). Dimethylamine (6.8 g, 0.15 mole) is passed into a stirred solution of ( I ) (18.5 g, 0.07 mole) in diethyl ether (300 ml) at -78 "C during 1 h. The reaction mixture is then warmed to room temperature and the ethereal phase separated off. Removal of the ether under reduced pressure and subsequent distillation of the residue at oil-pump vacuum affords 6 g Compound ( 2 ) is a colorless liquid (b.p. 115"C/0.01 torr) which was identified by elemental analysis and NMR spectroscopy. The 19F-NMR spectrum recorded at room temperature shows a doublet due to the fluorine atoms of the FSO2 groups, 8~~0~ = -60.3 pprn (CFC13 as external standard): JFF = 7.4Hz. The fluorine atom of the FSN3 group gives rise to a multiplet of intensity ratio 1:6:17:32:46: 52:46:32:17:6:1 by superposition of a triplet (FF coupling), which is split into three septets as a result of FH coupling. The intensity ratio FSO~:FSN, is 2 3 ; ~F S N , = -58.4 ppm.

High Performance and Stability of the Pt‐W/ZSM‐5 Catalyst for the Total Oxidation of Propane: The Role of Tungsten

“…This study also demonstrated that a broad substitution pattern of siloxyalkynes can be well tolerated (Table 3, entries 5–10). It is also interesting to note that ynamines are known to react with quinolinium and isoquinolinium salts to produce structurally different products under thermal conditions,4 which points to a unique role of silver(I) salt in promoting the formation of the observed aromatic products.…”

Silver‐Promoted Benzannulations of Siloxyalkynes with Pyridinium and Isoquinolinium Salts

“…This study also demonstrated that broad substitution pattern of siloxy alkynes can be well tolerated (Table 3, entries 5-10). It is also interesting to note that ynamines are known to react with quinolinium and isoquinolinium salts to produce structurally different products under thermal conditions, [4] which points to a unique role of silver(I) salt in promoting the formation of the observed aromatic products.…”