Wy. Zhao et Hj. Shine, REACTION OF THIANTHRENE CATION-RADICAL WITH ALCOHOLS - ISOLATION AND CHEMISTRY OF 5-CYCLOHEXYLOXYTHIANTHRENIUMYL PERCHLORATE, Tetrahedron letters, 37(11), 1996, pp. 1749-1750
5-Cyclohexyloxythianthreniumyl perchlorate (1) was prepared by reactio
n of thianthrene cation radical perchlorate ((ThClO4-)-Cl-.+) with cyc
lohexanol in CH2Cl2. Cyclohexene and thianthrene 5-oxide (ThO) are for
med when 1 is heated in solution. Reaction of 1 with H2O/OH- occurs at
the 5-position and gives cyclohexanol and ThO. The chemistry of isola
ted 1 clarifies earlier work on the reaction of (ThClO4-)-Cl-.+ with c
yclohexanol.