… ), 9a (9b)-dihomoperylene-3, 10-dione,(E)-syn-2, 2′-bi (7 H-1, 6-methano [10] annulenylidene)-7, 7′-dione and of its rearrangement product, trans-12a, 12b-dihydro …

A de Farias Dias, T Helwig, J Lex, J Miller…

Index: De Farias Dias, Aderson; Helwig, Thomas; Lex, Johann; Miller, Joseph; Schmickler, Hans Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 13 p. 2083 - 2089

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Abstract

The main objective of the present work was to evaluate the synthesis of 1, 6-methano [10] annulene derivatives of perylene and perylene-3, 10-dione. The starting material for the synthetic sequence was 2, 7-dibromo-1, 6-methano [10] annulene (I), which was converted by methoxy-and ethoxy-debromination SNAr-type reactions to 2-bromo-7-methoxy-and-7- ethoxy-1, 6-methano [10] annulenes (II). The reactions were much more facile than those ...