The Journal of organic chemistry

Selective Synthesis of m eso-Naphthylporphyrins

AN Cammidge, O Öztürk

Index: Cammidge, Andrew N.; Oeztuerk, Orhan Journal of Organic Chemistry, 2002 , vol. 67, # 21 p. 7457 - 7464

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Citation Number: 33

Abstract

A series of novel meso-(8-substituted naphth-1-yl) porphyrins has been synthesized creating derivatives with a tight recognition environment above the porphyrin plane. The selective synthesis of single atropisomers is discussed. Condensation of bisnaphthaldehyde 12 with phenyldipyrromethane unexpectedly led to selective synthesis of the α, α-5, 10-bridged isomer 14. A mechanism is proposed for this unusual scrambling, and alternative ...