The cleavage of sulfonylurea herbicide Rimsulfuron® under basic conditions: A computational investigation

Roberta Galeazzi, Cesare Marucchini, Mario Orena, Gianni Porzi

Research output: Contribution to journalArticle

6 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)2517-2526
Number of pages10
JournalHeterocycles
Volume53
Issue number11
Publication statusPublished - Nov 1 2000

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Orbital calculations
Herbicides
Molecular orbitals
Amines
rimsulfuron

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

The cleavage of sulfonylurea herbicide Rimsulfuron® under basic conditions : A computational investigation. / Galeazzi, Roberta; Marucchini, Cesare; Orena, Mario; Porzi, Gianni.

In: Heterocycles, Vol. 53, No. 11, 01.11.2000, p. 2517-2526.

Research output: Contribution to journalArticle

Galeazzi, Roberta ; Marucchini, Cesare ; Orena, Mario ; Porzi, Gianni. / The cleavage of sulfonylurea herbicide Rimsulfuron® under basic conditions : A computational investigation. In: Heterocycles. 2000 ; Vol. 53, No. 11. pp. 2517-2526.
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