34782-46-2Relevant academic research and scientific papers
TRANSITION STATES IN INTRAMOLECULAR SN2 REACTIONS OF CARBANIONS. THE CLOSURE OF THREE-, FOUR- AND FIVE-MEMBERED RINGS
Benedetti, Fabio,Fabrissin, Silvio,Rusconi, Alessandro,Stirling, Charles J. M.
, p. 233 - 240 (2007/10/02)
The intramolecular displacement of aryl ethyl sulphonium by carbanions stabilised by two sulphonyl groups has been studied.Rates of cyclisation of three-, four- and five-membered rings follow the same trend observed in the analogous displacement of halides.The effects of substituents on the leaving group show that, in the series considered, variations in the extent of bond cleavage to the leaving group are small.
Elimination and Addition Reactions. Part 40. The Insignificant Effect of Strain in Higher Order Eliminations in 1,1-bis(phenylsulphonyl) Carbanions with ω-Leaving Groups
Benedetti, Fabio,Stirling, Charles J.M.
, p. 605 - 612 (2007/10/02)
Rates of cyclisation of 1,1-bis(phenylsulphonyl) carbanions bearing distal leaving groups have been determined.The response of the system to solvent effects and to leaving group is similar to that in intramolecular nucleophilic substitution.The system is
STRAIN AND SELECTIVITY: PARTNERS FOR ORGANIC SYNTHESIS
Trost, Barry M.
, p. 139 - 150 (2007/10/02)
The development of two new small-ring conjunctive reagents, (E)-2-(hydrohymethyl)cyclopropyl phenyl sulphide and 1,1-bis(benzenesulphonyl)cyclopropane, are reported.The former permits a synthesis of 2,4-disubstituted cyclobutanones and (E)-4-phenylthio-4-
Activation Parameters for Intramolecular Nucleophilic Substitution by Carbanions - the Insignificant Effect of Ring Strain on Cylisation Rates
Benedetti, Fabio,Stirling, Charles J. M.
, p. 1374 - 1376 (2007/10/02)
Activation parameters for the cyclisation of bis-sulphonyl-stabilised carbanions to bis-sulphonylcycloalkanes have been determined; cyclopropanes form nearly a million-fold faster than cyclobutanes and ring strain is a negligible factor in determining rea
