First π-linker featuring mercapto and isocyano anchoring groups within the same molecule: Synthesis, heterobimetallic complexation and self-assembly on Au(111).

ABSTRACT: Mercapto (-SH) and isocyano (-N≡C) terminated conducting π-linkers are often employed in the ever-growing quest for organoelectronic materials. While such systems typically involve symmetric dimercapto or diisocyano anchoring of the organic bridge, this article introduces the chemistry of a linear azulenic π-linker equipped with one mercapto and one isocyano terminus. The 2-isocyano-6-mercaptoazulene platform was efficiently accessed from 2-amino-6-bromo-1,3-diethoxycarbonylazulene in four steps. The 2-N≡C end of this 2,6-azulenic motif was anchrored to the [Cr(CO)₅] fragment prior to formation of its 6-SH terminus. Metalation of the 6-SH end of [(OC)₅Cr(η¹-2-isocyano-1,3-diethoxycarbonyl-6-mercaptoazulene)] (7) with Ph₃PAuCl, under basic

SUBMITTER: Applegate JC 

PROVIDER: S-EPMC4748958 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature