Dissociation and [2+2]-like cycloaddition of unsaturated chain amines on Si(111)-7×7

Abstract

The covalent attachment of N-methylallylamine (MAA) and N,N-dimethylallylamine (DMAA) on Si(111)-7×7 was investigated with high-resolution electron energy loss spectroscopy (HREELS) and X-ray photoelectron spectroscopy (XPS). Experimental results showed that MAA chemisorbs dissociatively on Si(111)-7×7 through the cleavage of its N-H bond, while DMAA is covalently bonded to the silicon surface via a [2+2]-like cycloaddition between its C=C group and the adjacent adatom-rest atom pair. This study demonstrates that the selective organic functionalization of silicon surfaces can be achieved by fine-tuning molecular structures. © 2007 American Chemical Society.