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1,3,5-Triazines

Giacomelli, Giampaolo and Porcheddu, Andrea (2008) 1,3,5-Triazines. In: Katritzky, Alan R. and Ramsden, Christopher A. and Scriven, Eric F. V. and Taylor, Richard J. K. (eds). Comprehensive heterocyclic chemistry III, Oxford, Elsevier, Vol. 9. p. 197-290. ISBN 978-0-08-044992-0. Book Section.

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DOI: 10.1016/B978-008044992-0.00803-8

Abstract

Despite the fact that 1,3,5-triazines are one of the oldest known classes of organic molecules, nowadays, there are some problems in their practical preparation. On the other hand, some s-triazine derivatives can be prepared from the cheap, readily available cyanuric chloride, that is, 2,4,6-trichloro-1,3,5-triazine. However, the stepwise replacement of the three chlorines is sometimes unreliable and leads to mixtures. Triazine derivatives are interesting compounds with biologically important properties and have found a number of applications in medicinal chemistry, as herbicides for catalysis or in polymer chemistry. 1,3,5-Triazine-containing compounds are recognized also to be powerful chelating agents, which can be used as liquid crystals, metal complexes, and as new hydrogenation catalysts. This ring system has drawn considerable interest as an ideal combinatorial library scaffold due to its ease of manipulation and the low price of the starting materials, resulting in the publication of several triazine libraries in the literature. The use of microwave irradiation for organic syntheses has improved the yields and purity of this class of organic compounds. The continuous demand to develop synthetic methods for the selective preparation of compounds, under mild conditions, using nontoxic, inexpensive reagents, has prompted several researchers to investigate the use of [1,3,5]-triazine derivatives, such as cyanuric chloride and trichloroisocyanuric acid in organic synthetic applications.

Item Type:Book Section
ID Code:3744
Status:Published
Uncontrolled Keywords:Circular dichroism, combinatorial chemistry, cyanuric acid, cyanuric chloride, cyanuric fluoride, DCMT, DMTMM, desorption electrospray ionization, electron affinity, hexahydro-1,3,5-trinitro-1,3,5-triazine, isocyanurate, medicinal chemistry, microwave irradiations, NMR, peptide coupling reagents, solid phase synthesis, 1,3,5-triazine
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Elsevier
ISBN:978-0-08-044992-0
Deposited On:16 Apr 2010 16:42

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