Carbon-rich molecules: synthesis and isolation of aryl/heteroaryl terminal bis(butadiynes) (HCC–CC–Ar–CC–CCH) and their applications in the synthesis of oligo(arylenebutadiynylene) molecular wires

Abstract

The synthesis, isolation and characterisation are reported for a series of terminal aryl/heteroaryl bis(butadiynes) (HCC–CC–Ar–CC–CCH) 4a–e including the X-ray molecular structure of the 2,5-pyridylene derivative 4d; compound 4a and the mono-protected analogue [HCC–CC–Ar–CC–CC–C(OH)Me₂] 5a serve as convenient precursors for the synthesis of highly-conjugated oligo(arylenebutadiynylene)s.