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

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...

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Bibliographic Details
Published inCombinatorial chemistry & high throughput screening Vol. 19; no. 2; p. 170
Main Author Siadati, Seyyed Amir
Format Journal Article
LanguageEnglish
Published United Arab Emirates 01.01.2016
Subjects
Azides - chemical synthesis
Azides - chemistry
Cycloaddition Reaction
Ethylenes - chemistry
High-Throughput Screening Assays
Molecular Structure
Quantum Theory
Thermodynamics
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Summary: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.
ISSN:1875-5402
DOI:10.2174/1386207319666151216145408