Concise Synthesis of [1, 1′??Biisoquinoline]??4, 4′??diol via a Protecting Group Strategy and Its Application for Potential Liquid??Crystalline Compounds

E Kapatsina, M Mateescu, A Baro, W Frey…

Index: Kapatsina, Elisabeth; Mateescu, Markus; Baro, Angelika; Frey, Wolfgang; Laschat, Sabine Helvetica Chimica Acta, 2009 , vol. 92, # 10 p. 2024 - 2037

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Abstract

Abstract The [1, 1′-biisoquinoline]-4, 4′-diol (4a), which was obtained as hydrochloride 4a⋅ 2 HCl in two steps starting from the methoxymethyl (MOM)-protected 1- chloroisoquinoline 8 (Scheme 3), opens access to further O-functionalized biisoquinoline derivatives. Compound 4a⋅ 2 HCl was esterified with 4-(hexadecyloxy) benzoyl chloride (5b) to give the corresponding diester 3b (Scheme 4), which could not be obtained by Ni- ...