1999
DOI: 10.1016/s0040-4039(98)02397-1
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An efficient method for the preparation of bismuth(III) trifluoromethanesulfonate

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Cited by 86 publications
(63 citation statements)
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“…[9] Bu 2 SnCl 2 , BuSnCl 3 , Bu 2 SnO, (Bu 3 Sn) 2 O, (Me 3 SnOH) 2 , Sc(OTf) 3 , KOTf, TMSOTf, BF 3´O Et 2 , and TfOH were commercially available. Bu 2 Sn(OTf) 2 [17] and Bi(OTf) 3 [18] were prepared according to the literature methods. a-d-Glucopyranosyl bromide tetrabenzoate was commercially available.…”
Section: Methodsmentioning
confidence: 99%
“…[9] Bu 2 SnCl 2 , BuSnCl 3 , Bu 2 SnO, (Bu 3 Sn) 2 O, (Me 3 SnOH) 2 , Sc(OTf) 3 , KOTf, TMSOTf, BF 3´O Et 2 , and TfOH were commercially available. Bu 2 Sn(OTf) 2 [17] and Bi(OTf) 3 [18] were prepared according to the literature methods. a-d-Glucopyranosyl bromide tetrabenzoate was commercially available.…”
Section: Methodsmentioning
confidence: 99%
“…Because thin-layer chromatography (TLC) examination suggested that acylation occurred faster using 4 equivalents of acetic anhydride compared to 3 equivalents, the reaction was scaled up accordingly using a sealed pressure tube and 20 mol% freshly prepared bismuth triflate, [13] 20 mol% lithium perchlorate, and 4 equivalents of acetic anhydride at 95 C. [Yields were much lower with commercial Bi(OTf) 3 .] Surprisingly, acylation was incomplete in this scaled-up reaction after 16 h; however, when the cocatalyst concentration was increased to 25 mol%, acylation was complete in just 2 h (TLC examination).…”
Section: Friedel-crafts Acylations Of Sydnones 3221mentioning
confidence: 99%
“…was synthesized from commercially available triphenyl bismuthene. [13] All other starting reagents were purchased from commercial sources and used without further purification. Melting points were determined on a Mel-Temp melting-point apparatus and are uncorrected.…”
Section: Friedel-crafts Acylations Of Sydnones 3221mentioning
confidence: 99%
“…Chlorobenzene was distilled over phosphorous pentoxide prior to use. Antimony(III) and bismuth(III) triflates used as reference compounds were prepared according to published procedures, respectively [7,24]. 1 H and 13 C NMR spectra were recorded at 250 and 100 MHz, respectively, at 25 • C and were referenced to external SiMe 4 (δ = 0.00).…”
Section: Generalmentioning
confidence: 99%
“…However, these new triflates are not yet commercially available due to the lack of clean and industrially viable synthetic methods for their preparation. The preparation of bismuth and antimony triflates from expensive and toxic triphenylbismuth [24] and triphenylantimony [7] has been reported. Therefore, we were interested in finding a procedure for their preparation that would ideally use a cheap and non-toxic source of these metals in combination with a safe and practical procedure.…”
Section: Introductionmentioning
confidence: 99%