Derivatives of azulene, a non-alternant bicyclic aromatic hydrocarbon, are attractive building blocks in the design of functional materials relevant to applications in molecular electronics. This presentation will focus on the surface chemistry of linear azulenic and 6,6’-biazulenic linkers equipped with either isocyano (-N≡C) junction group at both ends or with an isocyano junction group at one end and a mercapto (-SH) junction group at the other end. In each case, one of the isocyano termini is complexed to the zero-valent chromium center of the Cr(CO)5 motif, while the other junction (either isocyano or the mercapto termini) serves to form the thiolate-gold junction upon self-assembly of the resulting organochromium scaffold on the Au (111) surface. Characterization of the above azulenic and biazulenic monolayer films using Reflection-Absorption Infrared (RAIR) spectroscopy, optical ellipsometry, and Atomic Force Microscopy (AFM) will be discussed in detail. In particular, the C4v-symmetric [(–CN)Cr(CO)5] moiety provided unambiguous n(C≡N)/n(C≡O) infrared signatures indicating an upright molecular orientation and three-fold “hollow-linear” coordination mode of the 2-isocyano-6-mercaptoazulenic and 2-isocyano-2’-mercapto-6,6’-biazulenic platforms self-assembled on metallic gold.

Organometallic self-assembled monolayer films of linear azulenic and biazulenic p-linkers featuring asymmetric anchoring

255th National Meeting (2018)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.