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Published June 19, 1975 | Version v1
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The mechanism of diazo-coupling to indoles and the effect of steric hindrance on the rate limiting step

  • 1. Imperial College London

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The first synthesis of 4-methyl-2-t-butyl and  2-methyl-4,6-di-t-butyl indole are described. Rates of diazo coupling and kinetic isotope effects at the 3-position of both these compounds together with those for 2-methyl and  2-t-butyl indole are reported for various p-substituted arenediazonium ions at 25C

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