Stereoselective Attachment via N Dative Bonding: S-Proline on Ge(100)
  • Youn, Young-Sang
  • Kim, Ki-jeong
  • Kim, Bongsoo
  • Kim, Do Hwan
  • Lee, Hangil
  • 외 1명
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초록

The adsorption configurations of S-proline on Ge(100) were studied using scanning tunneling microscopy (STM), density functional theory (DFT) calculations, and high-resolution photoemission spectroscopy (HRPES). We identified three adsorption structures of S-proline on Ge(100) through analysis of the STM images, DFT calculations, and HRPES results: (i) an "intrarow O-H dissociated and N dative bonded structure", (ii) an "O-H dissociation structure", and (iii) an "N dative bonded structure". Moreover, because adsorption through the N atom of S-proline creates a new chiral center due to symmetry reduction produced by N dative bonding with the surface, the adsorption configurations of S-proline on Ge(100) have either (R,S) or (S,S) chirality. Through DFT calculations, we clearly demonstrated that the adsorption configurations have (R,S) chirality with a preference for reaction at the Re face. This work presents a novel method for generating stereoselective attachment using S-proline molecules adsorbed on a Ge(100) surface.

키워드

SCANNING TUNNELING MICROSCOPEADSORPTIONCHIRALITYSURFACESHYDROGENATIONMOLECULESCHEMISTRYINSIGHTSSTYRENEX-1
제목
Stereoselective Attachment via N Dative Bonding: S-Proline on Ge(100)
저자
Youn, Young-SangKim, Ki-jeongKim, BongsooKim, Do HwanLee, HangilKim, Sehun
DOI
10.1021/jp109633m
발행일
2011-01
유형
Article
저널명
Journal of Physical Chemistry C
115
3
페이지
710 ~ 713