Poynder Tiffany B, Kaur Aishvaryadeep, Barwise Lachlan, Houston Sevan D, Nair Akshay J, Clegg Jack K, Wilson David J D, Dutton Jason L
Department of Chemistry and Physics, La Trobe University, Melbourne, Victoria, Australia.
School of Chemistry and Molecular Biosciences, The University of Queensland, St Lucia, Queensland 4072, Australia.
Dalton Trans. 2021 Aug 11. doi: 10.1039/d1dt02565a.
A study on the potential activating role of pyridine in the electrophilic chlorination of anisole by PhICl2 has led to the discovery that soluble sources of chloride ions activate PhICl2 in the reaction at catalytic loadings, greatly increasing the rate of chlorination. It is further shown that presence of chloride increases the rate of decomposition of PhICl2 into PhI and Cl2. The specific mechanism by which chloride induces electrophilic chlorination and decomposition of PhICl2 remains an open question.
