The simple production of nonsymmetric quaterpyridines through Kröhnke pyridine synthesis.

Beilstein J Org Chem

CNRS, LCC (Laboratoire de Chimie de Coordination), 205 route de Narbonne, F-31077 Toulouse, France ; Université de Toulouse, UPS, INP, LCC, F-31077 Toulouse, France.

Published: December 2015

AI Article Synopsis

  • Quaterpyridines are important in metallo-supramolecular chemistry, but their synthesis often involves sensitive components.
  • The authors outline a method to synthesize nonsymmetric quaterpyridines with 70-85% yields using enones and a specific terpyridine through a Kröhnke pyridine synthesis.
  • They also describe a straightforward way to produce the starting material, 6-acetyl-2,2':6',2''-terpyridine, and present X-ray analysis of a chiral quaterpyridine and its platinum complex.

Article Abstract

Quaterpyridines have been demonstrated to be useful building blocks in metallo-supramolecular chemistry; however, their synthesis requires the preparation of sensitive building blocks. We present here three examples of nonsymmetric quaterpyridines that were easily obtained in yields of 70-85% by condensation of commercially available enones with 6-acetyl-2,2':6',2''-terpyridine through a Kröhnke pyridine synthesis. Easy access to 6-acetyl-2,2':6',2''-terpyridine starting from 2,6-diacetylpyridine and 2-acetylpyridine is described. The X-ray analysis of a chiral quaterpyridine and its Pt(II) complex is presented.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4661014PMC
http://dx.doi.org/10.3762/bjoc.11.193DOI Listing

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