Issue 9, 1994
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Kinetics and mechanism of the titanium tetrachloride-catalysed cyclotrimerisation of aryl cyanates

Ian D. Cunningham,   Andrew Brownhill,   Ian Hamerton  and  Brendan J. Howlin  

Abstract

Aryl cyanates are converted cleanly at 25 °C to 1,3,5-triazines by catalytic amounts of titanium tetrachloride in dichloromethane. Based on IR spectroscopic, kinetic and product analysis, a mechanism is proposed involving rate-limiting nucleophilic attack of the cyanate nitrogen on the cyanato carbon of a cyanate–titanium tetrachloride complex. Subsequent steps are fast, with no evidence for dimeric or acyclic trimeric intermediates; it is suggested that these steps involve a series of fast stereoselective reactions of nitrillium ion intermediates.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P29940001937
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1994, 1937-1943

Permissions

Request permissions

Kinetics and mechanism of the titanium tetrachloride-catalysed cyclotrimerisation of aryl cyanates

I. D. Cunningham, A. Brownhill, I. Hamerton and B. J. Howlin, J. Chem. Soc., Perkin Trans. 2, 1994, 1937 DOI: 10.1039/P29940001937

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements