Adsorption mechanisms of isoxazole and oxazole on Si(100)-2 x 1 surface: Si-N dative bond addition vs. [4+2] cycloaddition

作者：Ghosh Manik Kumer^*; Choi Cheol Ho

来源：Journal of Chemical Physics, 2011, 135(24): 244707.

DOI：10.1063/1.3671454

The surface reaction pathways of isoxazole and oxazole on Si(100)-2 x 1 surface were theoretically investigated. They both form a weakly bound Si-N dative bond adduct on Si(100)-2 x 1 surface. In the case of isoxazole, the barrierlessly formed Si-N adduct is the most important surface product, that cannot be easily converted into other species. On the other hand, a facile concerted [4+2](CC) cycloaddition without involving the initial Si-N dative bond adduct was also found in the case of oxazole adsorption. The existence of Diels-Alder reactions is attributed to the particular arrangement of the two heteroatoms of oxazole in such a way that the two Si-C sigma -bonds can be formed in a [4+2] fashion. In short, the unique geometric arrangements and electronegativity of these similar heteroatomic molecules yielded distinctively different surface reaction characteristics.

• 出版日期2011-12-28