Selective attachment of benzaldehyde on Si(100)-2 x 1: structure, selectivity, and mechanism.
The interaction of benzaldehyde with the Si(100) surface has been investigated as a model system for understanding the interaction of conjugated pi-electron systems with semiconductor surfaces. Vibrational features of chemisorbed benzaldehyde unambiguously demonstrate that the carbonyl group directly interacts with the Si surface dangling bonds, evidenced in the disappearance of the C=O stretching mode around 1713 cm(-1) coupled with the retention of all vibrational signatures of its phenyl ring. X-ray photoemission spectroscopy shows that both C 1s and O 1s binding energies of the carbonyl group display large downshifts by 1.9 and 1.3 eV, respectively. Vibrational and electronic results show that the covalent attachment of benzaldehyde on Si(100) occurs in a highly selective manner through the direct interaction of both C and O atoms of the carbonyl group with a Si=Si dimer to form a four-membered Si-C-O-Si ring at the interface, leaving a nearly unperturbed phenyl ring protruding into vacuum. This conclusion is further confirmed by the observation of a predominant protrusion for benzaldehyde adsorbed on Si(100)-2 x 1 in scanning tunneling microscopy experiments, consistent with the predication of density-functional theory calculation.
Huang
Hai Gou
HG
Department of Chemistry, National University of Singapore.
Zhang
Yong Ping
YP
Cai
Ying Hui
YH
Huang
Jing Yan
JY
Yong
Kian Soon
KS
Xu
Guo Qin
GQ