Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Note | Regular issue | Vol 53, No. 11, 2000, pp.2517-2526
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8986
The Cleavage of Sulfonylurea Herbicide Rimsulfuron® under Basic Conditions: A Computational Investigation

Roberta Galeazzi,* Cesare Marucchini, Mario Orena,* and Gianni Porzi

*Dipartimento di Scienze dei Materiali e della Terra, Università di Ancona, Via Brecce Bianche, I-60131 Ancona, Italy

Abstract

By treatment at pH 9.5, starting from sulfonylurea (1f) (Rimsulfuron®), the diheteroaryl amine (3) is exclusively obtained, whereas under the same conditions sulfonylureas (1a-e) showed only cleavage of the SO2-NH bond. A reaction mechanism proceeding through a five-membered transition state was strongly suggested by both semiempirical and ab initio molecular orbital calculations.