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Click Chemistry

Click Chemistry. H.M. Jbour. Table of Contents. Objective Background Reaction and Mechanism Application and recent literature Conclusion references. Objective. To gain a knowledge Application in Industrial Organic synthesis about Click Chemistry Reaction and Mechanism

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Click Chemistry

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  1. Click Chemistry H.M. Jbour

  2. Table of Contents • Objective • Background • Reaction and Mechanism • Application and recent literature • Conclusion • references

  3. Objective • To gain a knowledge Application in Industrial Organic synthesis about Click Chemistry • Reaction and Mechanism • Some properties of reaction

  4. Background Click chemistry is a chemical philosophy introduced by K. Barry Sharpless of The Scripps Research Institute, in 2001[1][2] and describes chemistry tailored to generate substances quickly and reliably by joining small units together. This is inspired by the fact that nature also generates substances by joining small modular units.

  5. Reaction and Mechanism Cu(I)-catalyzed Ligation Reaction To date, the most popular reaction which fulfills “click reaction” criteria is the Cu(I)-catalyzed 1,3-dipolar cycloaddition of alkynes and azides to yield triazole moiety. This new reaction proceeds with great efficiency and selectivity in aqueous media.

  6. Mechanism

  7. Application and recent literature • preparative organic synthesis of 1,4-substituted triazoles • modification of peptide function with triazoles • modification of natural products and pharmaceuticals • drug discovery • material science • Nanotechnology • polymers

  8. Conclusion • Click Chemistry is a well-established method of generating varions derivatives of biomolecules. This article has presented modification of peptides, peptoids, dendrimers and carbohydrates that were synthesized according to their naturally occurring example. Moreover, sereval synthetic methods for formation of the azide functionality on the precursor molecules, as well as applications of the target molecules, have been described herein.

  9. References • ^ H. C. Kolb, M. G. Finn and K. B. Sharpless (2001). "Click Chemistry: Diverse Chemical Function from a Few Good Reactions". Angewandte Chemie International Edition40 (11): 2004–2021. doi:10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5. PMID11433435. • ^ R. A. Evans (2007). "The Rise of Azide–Alkyne 1,3-Dipolar 'Click' Cycloaddition and its Application to Polymer Science and Surface Modification". Australian Journal of Chemistry60 (6): 384–395. doi:10.1071/CH06457. • ^ W.C. Guida et al. Med. Res. Rev. p 3 1996 • ^ Tornoe, C. W.; Christensen, C.; Meldal, M. (2002). "Peptidotriazoles on Solid Phase: [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides". Journal of Organic Chemistry67 (9): 3057–3064. doi:10.1021/JO011148J. PMID11975567. • ^ F. Himo, T. Lovell, R. Hilgraf, V.V. Rostovtsev, L. Noodleman, K.B. Sharpless, V.V. Fokin (2005). "Copper(I)-Catalyzed Synthesis of Azoles, DFT Study Predicts Unprecedented Reactivity and Intermediates". Journal of the American Chemical Society127: 210-216. doi:10.1021/ja0471525. • ^ John E. Moses and Adam D. Moorhouse (2007). "The growing applications of click chemistry". Chem. Soc. Rev.36 (36): 1249–1262. doi:10.1039/b613014n. PMID17619685.

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