AVS 46th International Symposium
    Surface Science Division Friday Sessions
       Session SS3+EM-FrM

Paper SS3+EM-FrM2
Novel Organic Monolayer Films on Si(100): Theoretical Studies of Cylocaddition Chemistry

Friday, October 29, 1999, 8:40 am, Room 604

Session: Reactions on Semiconductors
Presenter: D.J. Doren, University of Delaware
Authors: J.A. Barriocanal, University of Delaware
D.J. Doren, University of Delaware
Correspondent: Click to Email
A class of cycloaddition reactions will be described that can be used to attach monolayer organic films to Si(100). These reactions, known as 1,3-dipolar additions, can be performed with organic molecules containing a wide variety of organic functional groups. Examples include nitro compounds (R-NOO), azides (R-NNN) and their sulfur and phosporous analogs. Density functional theory calculations for prototypical cases show that the molecules chemisorb with negligible activation barrier. As in traditional organic synthesis, having a variety of functional groups that react in a similar way allows some control over the final product by proper choice of the reagent. A complication, in many cases, is that the product of the initial reaction is not the thermodynamic product, and rearrangements will occur. Some guidelines for predicting the most likely rearrangements, based on density functional theory calculations, will be discussed. Potential applications and comparisons to available experimental work will also be described.