A Theoretical Study on Stepwise- and Concertedness of the Mechanism of 1,3-Dipolar Cycloaddition Reaction Between Tetra Amino Ethylene and Trifluoro Methyl Azide

Author(s): Seyyed Amir Siadati.

Journal Name: Combinatorial Chemistry & High Throughput Screening

Volume 19 , Issue 2 , 2016

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Abstract:

The order of reaction, especially in 1,3-dipolar cycloadditions directly affects the products' stereo selectivity. Due to this fact that a wide range of heterocyclic rings of natural products and biologically active molecules are synthesizing via this valuable procedure, understanding about the order of this reaction is so useful in designing the synthesis of different types of heterocyclic species. Therefore, the order of 1, 3-dipolar reaction has been carefully studied by many researchers but it seems that this question is still open despite many valuable answers. Considering this, in the present work, it is attempted to pursue this subject by theoretical investigation of any possible pathway of 1, 3-dipolar reaction of tetra amino ethylene as a highly electron rich dipolarophile and trifluoro methyl azide as an electron poor 1,3-dipole. During the calculations, one, two, and three step mechanism(s) have been found to be possible for the present 1, 3-dipolar reaction.

Keywords: Stepwise, concerted, 1, 3-dipolar, reaction pathways, theoretical.

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Article Details

VOLUME: 19
ISSUE: 2
Year: 2016
Page: [170 - 175]
Pages: 6
DOI: 10.2174/1386207319666151216145408
Price: $58

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