Synthesis

Synthesis of Soluble, Linear Bisphenanthrolines for the Construction of Heteroleptic NanoGrids and Nanoboxes

M Schmittel, C Michel, A Wiegrefe, V Kalsani

Index: Schmittel; Michel; Wiegrefe; Kalsani Synthesis, 2001 , # 10 p. 1561 - 1567

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Citation Number: 29

Abstract

The starting point of our synthetic strategy was 3-bromophenanthroline (2), [14] which, following a protocol of Sonogashira, [15] was coupled with trimethylsilylacetylene in the presence of [PdCl 2 (PPh 3 ) 2 ] and CuI to provide 3 in 92 % yield (Scheme [2] ). The arene groups were then added in positions 2 and 9 by nucleophilic substitution according to Sauvage. [16] After some optimization, we realized that the stepwise addition of both aryl groups was superior to ...