I read a book on organic chemistry that stated that tosyl is better leaving group than benzenesulphonyl group, but it gave no reason for comparison. I think that benzenesulphonyl should be better leaving group since methyl group in tosyl should be destabilizing for the anion due to its +I and +R effect. I tried searching on the internet but it was of no help. Please give a reason why tosyl is better leaving group.
First of all CH3 group dosent show +R effect in benzene system . Secondly Inductive effect wears out over distance and has maximum range of 4 carbons.The charge is delocalised on carbons which are unaffected by this effect so ultimately it has no role in destabilising the anion