1,1 '-Bis-(n-benzotriazolyl) ferrocenecarboxamide: Precursor for synthesis of 1,1 '-bis-ferrocenoyl esters and thioesters

Ardali D., GÖRGÜN K., HÜR D.

INORGANICA CHIMICA ACTA, vol.409, pp.353-359, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 409
  • Publication Date: 2014
  • Doi Number: 10.1016/j.ica.2013.09.005
  • Journal Name: INORGANICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.353-359
  • Keywords: Ferrocenoylbenzotriazole, Ferrocene ester, Ferrocene thioester, Acylbenzotriazole, Microwave, ARENE-RUTHENIUM COMPLEXES, SOLID-STATE STRUCTURES, COORDINATION CHEMISTRY, CONJUGATES SYNTHESIS, FERROCENE, LIGANDS, SUBUNITS, BEARING
  • Anadolu University Affiliated: Yes

Abstract

A microwave assisted synthesis methodology has been presented for the preparation of the bisferrocenoyl esters and thioesters. 1,1'-bis-ferrocenedicarboxylic acid was derivatized using direct H-1-benzotriazole/SOCl2 methodology to prepare 1,1'-bis-(N-benzotriazolyl) ferrocenecarboxamide, 1, as a convenient tool for the functionalization of ferrocene ring. The starting material, 1, was reacted with alcohols and thiols in mild conditions to prepare bisferrocenoyl esters and thioesters in high purity and in moderate yields. The solid state structure of 2b has also been determined by X-ray crystallography. H-bond interactions and plane geometries between ring systems have been discussed. (C) 2013 Elsevier B.V. All rights reserved.