Fig. 3: On-dendrimer synthesis of polythiophenes. | Nature Communications

Fig. 3: On-dendrimer synthesis of polythiophenes.

From: Synthesis, properties, and material hybridization of bare aromatic polymers enabled by dendrimer support

Fig. 3

a Synthesis of polythiophenes 7 and 8. Reagents and conditions: (i) RuPhos Pd G3 (1.0 equiv.), RuPhos (1.5 equiv.), K3PO4 (150 equiv.), THF/H2O, 50 °C, 1 h; then 6 (15 equiv.), 45 °C, 24 h; (ii) DIBAL-H (excess), THF, room temperature, 17 h. Abbreviations: RuPhos Pd G3, (2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate; RuPhos, 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl; DIBAL-H, diisobutylaluminium hydride. Chloroform solution of dendrimer-ligated polythiophene 7 exhibited red color and orange fluorescence under 365 nm UV irradiation (left picture). Unsubstituted polythiophene 8 in chloroform did not exhibit red fluorescence under 365 nm UV irradiation (right picture). b LDI-TOF mass spectrum of 8 (blue line) and calculated isotopic pattern of 8 (n = 17) (orange line). c IR spectrum of 8. d 31P-NMR analysis on the formation of initiator. e Off-dendrimer synthesis of polythiophene. Reagents and conditions: (iii) RuPhos Pd G3 (1.0 equiv.), RuPhos (1.5 equiv.), K3PO4 (150 equiv.), THF/H2O, 50 °C, 1 h; then 6 (15 equiv.), 45 °C, 24 h. Source data are provided as a Source Data file.

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