Reaction of 4.5.12.13tetraki»(bromomethyl)[2.2]paracyclophane (6) with methane and p -toluenesulfonamide results In formation of dlhydrobenzo[c ]furanophane (4); however the desired Isolndolophane 3 was not formed. Formation of 4 was supported by the Interaction of 4.5.12.13tetrakls(hydroxymethyl)[2.2]paracyclophane (2) with -toluenesuHonic acid. On the other hand, Interaction of 6 with some aromatic amines gave the corresponding [2.2]lsolndollnophane derivatives 8a-f. Charge-transfer complexes of 8a-f (donors) with tetracyanoethylene (TONE), chloranil (CHL), 2-dlcyanomethylene-1,3-lndanedk>ne (CNIND), and 2,3-dlchloro-5,8-dlcyanobenzoqulnone (DDQ) as -acceptors have been studied spectrophotometrlcally.Unt* 1951 isoindole (1) was not prepared (1). Since that time there have been many reports of successful synthesis of isoindole and its derivatives. 1,2-Bls(bromomethyl)benzenes have
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