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l-Trifluoroacetyldicyclopenta[e/,if]heptalene (2). To a solution of 80.8 mg (0.4 mmol) of the hydrocarbon 1 in 7 mL of dichloromethane was added 0.28 mL (2 mmol) of triethylamine, and the whole was chilled (ice bath) while an atmosphere of N2 was introduced through a condenser. Then 0.3 mL (2 mmol) of trifluoroacetic anhydride was added with stirring (magnetic bar). The bath was removed and the stirring continued at room temperature for 3-4 days.9 123The reaction mixture was then filtered through a short silica gel G column (chloroform eluant). The eluted material was concentrated and chromatographed over a silica gel CC-7 column. Elution with n-hexane removed unchanged 1 (20.31 mg, 25.1%) and a 1:1 chloroform-rc-hexane mixture (7) We thank Professor Martin Gouterman for assistance with these.(8) MacDonald, A. A., Ph.D. Thesis, University of Washington, 1968. (9) The reaction progress could be monitored by TLC on silica gel G with n-hexane as the eluant.removed 2 (87.32 mg, 73.2%), mp 144-146 °C. Sublimation at 96 °C (0.5 torr) afforded fine, reddish brown needles: mp 144-145 °C; UV max (cyclohexane) 240 (e 1.47 X 104), 264 (2.1 X 104), 300

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