Organic Letters

Large PAHs by reductive peri-peri “dimerization” of phenalenones

S Pogodin, I Agranat

Index: Pogodin, Sergey; Agranat, Israel Organic Letters, 1999 , vol. 1, # 9 p. 1387 - 1390

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Citation Number: 16

Abstract

Reactions of phenalenone (2), benzanthrone (3), and naphthanthrone (4) with a low-valent titanium reagent (TiCl4/LiAlH4/THF) gave peropyrene (1), tetrabenzo [a, cd, j, lm] perylene (6), and dibenzo [jk, uv] dinaphtho [2, 1, 8, 7-defg; 2', 1', 8', 7'-opqr] pentacene (10), respectively. The syntheses of the LPAHs 6 and 10 were regioselective. An unsymmetrical pathway of reductive peri-peri “dimerization” of the phenalenones leading to peropyrene- ...