Norbornene derivatives from a metal‐free, strain‐promoted cycloaddition reaction: New building blocks for ring‐opening metathesis polymerization reactions
作者： Christopher E. Hobbs , Binhong Lin , Thomas Malinski
DOI: 10.1002/POLA.27691
关键词: Norbornene 、 ROMP 、 Ring-opening metathesis polymerisation 、 Copolymer 、 Moiety 、 Chemistry 、 Cycloaddition 、 Metathesis 、 Polymer chemistry 、 Norbornadiene
摘要: The preparation of new ring opening metathesis polymerization (ROMP) monomers using a 1,3-dipolar cycloaddition between aryl azides and norbornadiene is described. Various norbornenetriazolines, obtained through solvent-and catalyst-free reaction, can subsequently be incorporated into polymer backbones ROMP reactions. Furthermore, thermal decomposition the triazoline moiety allow for further functionalization. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Chem. 2015, 53, 2357–2362
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sci-hub.se 参考文章(40)
Tien-Yau Luh, Ladderphanes: a new type of duplex polymers. Accounts of Chemical Research. ,vol. 46, pp. 378- 389 ,(2013) , 10.1021/AR300170B
Krzysztof Matyjaszewski, Nicolay V. Tsarevsky, Macromolecular Engineering by Atom Transfer Radical Polymerization Journal of the American Chemical Society. ,vol. 136, pp. 6513- 6533 ,(2014) , 10.1021/JA408069V
Nicholas J. Agard, Jennifer A. Prescher, Carolyn R. Bertozzi, A Strain-Promoted [3 + 2] Azide−Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems Journal of the American Chemical Society. ,vol. 126, pp. 15046- 15047 ,(2004) , 10.1021/JA044996F
Christian W. Tornøe, Caspar Christensen, Morten Meldal, 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 Chemistry. ,vol. 67, pp. 3057- 3064 ,(2002) , 10.1021/JO011148J
Kurt Alder, Gerhard Stein, Hugo Finzenhagen, Über das abgestufte Additionsvermögen von ungesättigten Ringsystemen Justus Liebig's Annalen der Chemie. ,vol. 485, pp. 211- 222 ,(1931) , 10.1002/JLAC.19314850113
Stewart McLean, D.M. Findlay, Adducts of norbornadiene and phenyl azide Tetrahedron Letters. ,vol. 10, pp. 2219- 2222 ,(1969) , 10.1016/S0040-4039(01)88126-0
Georg Wittig, Adolf Krebs, Zur Existenz niedergliedriger Cycloalkine, I Chemische Berichte. ,vol. 94, pp. 3260- 3275 ,(1961) , 10.1002/CBER.19610941213
Shuangshuang Wang, Xiaoke Yang, Wen Zhu, Lei Zou, Ke Zhang, Yongming Chen, Fu Xi, Strain-promoted azide-alkyne cycloaddition “click” as a conjugation tool for building topological polymers Polymer. ,vol. 55, pp. 4812- 4819 ,(2014) , 10.1016/J.POLYMER.2014.08.003
Brent S. Sumerlin, Andrew P. Vogt, Macromolecular Engineering through Click Chemistry and Other Efficient Transformations Macromolecules. ,vol. 43, pp. 1- 13 ,(2010) , 10.1021/MA901447E
Rolf Huisgen, Leander Möbius, Gerhart Müller, Heinz Stangl, Günter Szeimies, John M. Vernon, 1.3-Dipolare Cycloadditionen, XXII. Zur Anlagerung organischer Azide an winkelgespannte Doppelbindungen Chemische Berichte. ,vol. 98, pp. 3992- 4013 ,(1965) , 10.1002/CBER.19650981227