Fluorescent Bis(oligophenylylamino)terephthalates

Abstract

The reaction of succinyl succinates with aniline, iodoaniline and iodobiphenylamine yielded 2,5‐bis(arylamino)terephthalates. Suzuki cross‐coupling reactions of the iodo‐functionalized compounds with phenyl‐ and biphenylylboronic acids gave 2,5‐diaminoterephthalates with N‐biphenylyl, N‐terphenylyl and N‐quaterphenylyl substituents. Some of the products show interesting fluorescence behaviour. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

Synthesis of Functionalized Triazatriangulenes for Application in Photo‐Switchable Self‐Assembled Monolayers

“…[31] Less than equimolar amounts of iodine must be used because otherwise an inseparable mixture of 4,4Ј-diiodo-1,1Ј-biphenyl and 37 is formed. [32] The unsymmetrically substituted biphenyl 37 is reduced to the amine using tin(II) chloride. [33] The TMS protected acetylene is attached by Sonogashira coupling [28] Scheme 4.…”

Syntheses and Reactions of 2,5‐Disulfobenzene‐1‐diazonium Salts: Towards Functionalized Sulfonate Metal–Organic Frameworks

“…[12] However, no formation of product 8a was detectable. In light of the failure of 4b to serve as a coupling component, we investigated the use of iodide 4c as a starting material for Suzuki couplings.…”

Biphenyl Sulfonic and Disulfonic Acids with Perfluorinated Alkyl Residues

“…We applied previously published conditions for a Suzuki coupling reaction {[Pd(PPh 3 ) 4 ] as precatalyst and Na 2 CO 3 as base in EtOH/toluene/water at 100 °C} to start off optimizations for the conversion of boronic acid 2a with triflate 3a , which gave however only low yield of product 12a . After variation of catalyst, base, solvent and temperature we found [Pd 2 dba 3 ] as precatalyst, SPhos [2‐(dicyclohexylphosphano)‐2′,6′‐dimethoxybiphenyl] as ligand and K 2 CO 3 as base in toluene/water at 140 °C as suitable conditions to furnish product 12a in 76 % yield (Scheme , Table ).…”