A [4+2]-like cycloaddition of methyl methacrylate on Si(100)-2 x 1

Jing Yan Huang; Hai Gou Huang; Yue Sheng Ning; Qi Ping Liu; Solhe F Alshahateet; Yue Ming Sun; Guo Qin Xu

doi:10.1021/la051559l

A [4+2]-like cycloaddition of methyl methacrylate on Si(100)-2 x 1

Langmuir. 2005 Dec 6;21(25):11722-8. doi: 10.1021/la051559l.

Authors

Jing Yan Huang¹, Hai Gou Huang, Yue Sheng Ning, Qi Ping Liu, Solhe F Alshahateet, Yue Ming Sun, Guo Qin Xu

Affiliation

¹ Department of Chemistry, National University of Singapore.

PMID: 16316106
DOI: 10.1021/la051559l

Abstract

The attachment of methyl methacrylate (MMA) on Si(100)-2x1 was investigated using high-resolution electron energy loss spectroscopy (HREELS), X-ray photoelectron spectroscopy (XPS), ultraviolet photoelectron spectroscopy (UPS), and density functional theory (DFT) calculations. The HREELS spectra of chemisorbed MMA show the disappearance of characteristic vibrations of C=O (1725 cm(-1)) and C(sp(2))-H (3110, 1400, and 962 cm(-1)) coupled with the blue shift of the C=C stretching mode by 34 cm(-1) compared to those of physisorbed molecules. These results clearly demonstrate that both C=C and C=O in MMA directly participate in the interaction with the surface to form a SiCH(2)C(CH(3))=C(OCH(3))OSi species via a [4+2]-like cycloaddition. This binding configuration was further supported by XPS, UPS, and DFT studies.