Journal of the American Chemical Society

Synthesis of conformationally stable 1, 8-diarylnaphthalenes: Development of new photoluminescent sensors for ion-selective recognition

C Wolf, X Mei

Index: Wolf, Christian; Mei, Xuefeng Journal of the American Chemical Society, 2003 , vol. 125, # 35 p. 10651 - 10658

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Citation Number: 68

Abstract

Highly constrained 1, 8-diarylnaphthalenes exhibiting stability to isomerization have been prepared utilizing two consecutive CuO-promoted Stille cross-couplings of 1, 8- dibromonaphthalene and 4-alkyl-9-trimethylstannylacridines. Screening of Pd catalysts Pd (PPh3) 4, PdCl2dppf, or Pd2 (dba) 3/t-Bu3P and bases such as Cy2NMe, t-BuOK, K3PO4, and Cs2CO3 in DME or DMF revealed superior results of Stille over Suzuki coupling with ...