Recent advancements in molecular electronics support the potential of mercapto (-SH) and isocyano (-N≡C) junctions within organoelectronic rectifiers. In our recent publication, we synthesized the first π-linker featuring both isocyano and mercapto functionalities. The asymmetrically anchored 2-isocyano-6-mercaptoazulenic motif in that study is built upon the polar azulenic scaffold, a non-alternant aromatic isomer to napthalene, which contains unique complementary frontier molecular orbitals. Our current study explores the symmetrically coupled 6,6’-biazulenic π-linker functionalized asymmetrically with both isocyano and mercapto groups at the 2 and 2’ positions. A synergistic synthetic and spectroscopic investigation of this new biazulene-based system, including its hetrobimetallic complexation with Cr/Au, in the context of novel molecular rectifiers will be discussed.

Hetrobimetallic complexation of a mercapto and isocyano functionalized linear 6,6’-biazulenic π-linker: Synthesis, redox behavior, and spectroscopic characterization

253rd National Meeting (2017)

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