Thiiranium ion
Web22 Jul 2024 · Abstract. Ion–molecule reactions between thiiranium ion 11 ( m/z 213) and cyclohexene and cis -cyclooctene resulted in the formation of addition products 17a and … Web25 May 2024 · Functionalize through thiiranium ions: Sulfenyl group transfer to alkenes has emerged as a versatile tool for introduction of organosulfur moieties into molecules with high stereochemical control. Understanding the structure, formation, stability, and reactivity of the key intermediate thiiraniium ion, led to the development of catalytic …
Thiiranium ion
Did you know?
Web1 Nov 1983 · The intramolecular rearrangement of bromonium ion into thiiranium ion has first been studied in the bromination of methylallyl sulfide [17]. In addition, this rearrangement has also been revealed ... Web10 Nov 2014 · The capture of the thiiranium ion formed from 1b, for example, in the presence of excess MsOH, is known to be reversible, even at low temperatures 21.
WebEnantiopure S -methylthiodinaphtho [2,1- c: 1′,2′- e ] [1,2]dithiinium hexachloroantimonate 3, transfers enantioselectively the MeS + group to trans -hex-3-ene, leading to non-racemic … Web31 Jul 2024 · Thiiranium salt 11 (1 mmol, 635 mg), dissolved in THF (5 mL), was reacted with CsOH (2.5 mmol, 375 mg) in H 2 O or MeOH (3 mL) for 30 min at −40 °C, and stirred …
Web6 Sep 2024 · The calculation results suggest that C−O and C−S bond formation might occur simultaneously, without formation of a commonly supposed catalyst-coordinated thiiranium ion intermediate and the potential π–π stacking between substrate and SPh as an important factor in the enantio-determining step. WebThe stable thiiranium ion (162) forms the same proportion of regioisomers (165) and (166) as formed by the addition of 4-chlorobenzenesulfenyl chloride (163) to methylpropene (164), when the two reactions are carried out in the same solvent and at the same temperature 〈87JOC2403〉 (Scheme 60). Either stable or intermediary thiiranium ions show high …
WebEnantiopure S -methylthiodinaphtho [2,1- c: 1′,2′- e ] [1,2]dithiinium hexachloroantimonate 3, transfers enantioselectively the MeS + group to trans -hex-3-ene, leading to non-racemic thiiranium ion 4, which, in turn, reacts with MeCN–H 2 O allowing the synthesis of optically active double functionalised alkanes with enantiomeric excesses of up …
WebThiiranium ions are attacked at carbon by most sulfur nucleophiles (79ACR282), but see Section 5.06.3.4.3 for exceptions. [Pg.161] Halide ions may attack 5-substituted … armando benjamin garcia chungaWeb25 Mar 2024 · More recently, some of the co-operative catalytic systems such as phosphite-thiourea, sulfonic acid-phosphoramidite, sulfonic acid-selenophosphoramide, sulfonic acid-anion binding thiourea, etc. … balsamus l uomo di satanaWebThe trans-thiiranium ion and the thiirenium ion rearrange by methyl migration, concerted with ring opening. The product of rearrangement of the thiirenium ion closes to a thietenium ion. Rearrangement of the cis-thiiranium ion presumably occurs also but it is obscured by faster reactions <1997JOC7018>. armando dangerfieldWeb22 Jul 2024 · The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral … armando c casaldi in berwick paWebThiiranium ions, electrophilic addition with Alkenes and alkynes react with sulfur dichloride (SC12), giving 2-chloroethyl(or vinyl) sulfenyl chlorides . The reaction is an electrophilic … armando dobra wikipediaWeb23 Oct 2009 · Enantiomerically enriched thiiranium ions have been prepared by silver-assisted ionization of chlorosulfide at −20 °C. The absolute configurational stability of the ions has been investigated in detail and these chiral, nonracemic thiiranium ions are found to be configurationally stable. armando bustamante memphisWeb31 Jul 2024 · These new thiiranium ions have C−C bond lengths of 150.0–150.6 pm within the three-membered ring, C−S bond lengths of 189.4–191.8 pm, and C-S-C angles of 46.4°. The C−S bond to the substituent at the S atom are a little shorter (182.3–183.8 pm) than the C−S bonds within the ring. Known thiiranium salts have quite similar bond parameters. 1e, … balsamus l\\u0027uomo di satana streaming