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Cyclohexyl tosylate, nucleophilic substitution

The competitive elimination (ET) and substitution (iSn2) reactions of cyclohexyl tosylate with triphenylphosphine have been examined. Triphenylphosphine is considered to be representative of neutral weak bases which have good nucleophilic afiinity for carbon, but it is a poor reagent for elimination when compared with anionic weak bases that are also good carbon nucleophiles. The reaction of triphenylphosphine with cyclohexyl bromide occurs with almost complete substitution. Tertiary phosphines react with fluorosulphonyl isocyanate and with isothiocyanates to form the zwitterionic adducts (56) and (57). [Pg.9]

See other pages where Cyclohexyl tosylate, nucleophilic substitution is mentioned: [Pg.93]    [Pg.10]    [Pg.240]    [Pg.243]    [Pg.243]    [Pg.244]    [Pg.240]    [Pg.240]    [Pg.240]    [Pg.74]   


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