PREPARATION AND CHARACTERIZATION OF UNSYMMETRICAL C(60)PH(4) AND SYMMETRICAL C(60)PH(2) - THE EFFECT OF REGIOSELECTIVE NUCLEOPHILIC-ATTACK UPON C60CL6

Unsymmetrical C(60)Ph(4) ;30-tetraphenyl-1,3,11,30-tetrahydro[60]fulle rene) is obtained as a minor product from the reaction of C60Cl6 with benzene-FeCl3. The formation of either this compound or the major prod uct (C(60)Ph(5)Cl) apparently depends on the position of the initial r eplacement of chlorine by phenyl: substitution of chlorine at the 2-po sition leads to C(60)Ph(5)Cl, whereas initial substitution of chlorine at the 1-position leads to C(60)Ph(4). A small amount of symmetrical C(60)Ph(2), (which mechanistic considerations indicate to be the 1,4-i somer), is also obtained and is accompanied by traces of C60PH3H3.