
Abstract Adamantane (ADM) was synthesized by isomerization of exo -tetrahydrodicyclopentadiene (e xo -THDCPD) using chloroaluminate ionic liquids (ILs) as the catalyst. The yield of ADM was optimized to obtain 21.9% under the conditions of 70 °C for 6 h and pyridine hydrochloride/aluminum trichloride catalyst (PHC/AlCl 3 ) at an AlCl 3 mole fraction of 0.65. Under these conditions, the selectivity of ADM was 66% and the product mixture was easily recovered from the IL catalyst phase. It is proposed that endo -/ exo -isomerization occurs via a carbocation mechanism leading to ADM, the main product, with ring-opening to decalin and other C 10 H 18 by-products.
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