Chemistry Publications

Title

The addition of nitriles to tetramesityldisilene: A comparison of the reactivity between surface and molecular disilenes

Document Type

Article

Publication Date

12-18-2015

Journal

Chemistry - A European Journal

Volume

21

Issue

6

First Page

2480

Last Page

2488

URL with Digital Object Identifier

10.1002/chem.201405780

Abstract

The addition of acetonitrile, propionitrile, and phenylacetonitrile to tetramesityldisilene (Mes Si=SiMes ) was examined. In general, 1,2,3-azadisiletines and the tautomeric enamines were formed, although a ketenimine was formed as the major product in the addition of phenylacetonitrile to the disilene. In the presence of LiCl, the mode of addition changed for both acetonitrile and propionitrile: insertion into the α-CH bond of acetonitrile and/or formation of the formal HCN adduct was observed. Preliminary investigations of the reactivity of the nitrile adducts are also reported. A comparison between the reactivity of nitriles with Mes Si=SiMes and the Si(100)-2 x 1 surface was made both in terms of the types of adducts formed and their reactivity. Some insights into the surface chemistry are offered. 2 2 2 2

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