Wednesday 30 November 2016

organic chemistry - Is a SR2+ substituent really more electron-withdrawing than NH3+?


As the electronegativity of nitrogen and sulfur are around 3.04 and 2.58, respectively (according to the Pauling scale). So according to that, $\ce{NH3+}$ should pull the electrons more towards it than what $\ce{SR2+}$ should. This argument has been put forth by Jan in his answer to a similar question here.


However, my textbook (Organic Chemistry by Subrata Sengupta) states that the exact opposite is true. Who is correct here?


statement




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