Synthesis of Novel Triazole-Containing Phosphonate Polymers

Abstract

<jats:p>© 2015 CSIRO. The objective of this research was to develop novel phosphonate-containing polymers as they remain a relatively under researched area of polymer chemistry. Herein, we report the synthesis and characterization of 2-(1-(2-(diethoxyphosphoryl)ethyl)-1H-1,2,3-triazol-4-yl)ethyl acrylate (M1) and diethyl (2-(4-(2-acrylamidoethyl)-1H-1,2,3-triazol-1-yl)ethyl)phosphonate (M2) monomers using the copper-catalyzed azide-alkyne cycloaddition (CuAAC) 'click' reaction, and their subsequent polymerization via both uncontrolled and reversible addition-fragmentation chain transfer (RAFT) polymerization techniques yielding phosphonate polymers (P1-P4).</jats:p>

Sulfamyl Radicals Direct Photoredox-Mediated Giese Reactions at Unactivated C(3)–H Bonds

“…1,1,1-trifluoro-2-methylpropan-2-aminium chloride, 1 (2-phenylpropan-2-yl) azide, 2 (2-phenylpropan-2-yl) amine, 3 [Ir(dF(CF3)ppy)2(bpy)](PF6) (5b) , 4 [Ir(dF(CF3)ppy)2(dtbbpy)](PF6) (5a) , 5 4-CzIPN (5e) , 6 [Ir(dF(CF3)ppy)2(5,5'-dCF3bpy)](PF6) (5c) , 7 [Ir(dF(CF3)ppy)2(4,4'-dCF3bpy)](PF6) (5d) , 7 4,4'bis(trifluoromethyl)-2,2'-bipyridine, 8 5,5'-bis(trifluoromethyl)-2,2'-bipyridine, 9 tetrakis(triphenylphosphine)palladium(0) , 10 (3R,4S)-3-chloro-4-methylhexanoic acid, 11 4-cyclopentylbutanal, 12 (2-(1,3-dioxolan-2-yl)ethyl)triphenylphosphonium bromide, 13 6methylhept-5-en-2-yn-1-ol, 14 6-methylheptan-1-ol, 15 dehydroabietinol, 16 (S)-3methylpentan-1-ol, 17 3-cyclopentylpropan-1-ol, 18 ((5,5dimethylhexyl)oxy)trimethylsilane, 19 2,2,2-trifluoro-N-(4-methylpentyl)acetamide (S11), 20 4-methoxy-N-(4-methylpentyl)benzamide (S13), 7 (methyl 6-((N-(tertbutyl)sulfamoyl)oxy)hexanoate (1c), 21 3-phenylpropyl tert-butylsulfamate (13j) , 22 methyl 2-phenyl acrylate, 23 phenyl acrylate, 24 dimethylfumarate, 25 phenyl vinyl ketone, 26 N-methylacrylamide, 27 and but-3-yn-1-yl acrylate 28 (benzyl (S)-2-(tert-butyl)-4methylene-5-oxooxazolidine-3-carboxylate), 29 were prepared by literature methods.…”

Sulfamyl Radicals Direct Photoredox-Mediated Giese Reactions at Unactivated C(3)–H Bonds

“…1,1,1-trifluoro-2-methylpropan-2-aminium chloride, 1 (2-phenylpropan-2-yl) azide, 2 (2-phenylpropan-2-yl) amine, 3 [Ir(dF(CF3)ppy)2(bpy)](PF6) (5b) , 4 [Ir(dF(CF3)ppy)2(dtbbpy)](PF6) (5a) , 5 4-CzIPN (5e) , 6 [Ir(dF(CF3)ppy)2(5,5'-dCF3bpy)](PF6) (5c) , 7 [Ir(dF(CF3)ppy)2(4,4'-dCF3bpy)](PF6) (5d) , 7 4,4'bis(trifluoromethyl)-2,2'-bipyridine, 8 5,5'-bis(trifluoromethyl)-2,2'-bipyridine, 9 tetrakis(triphenylphosphine)palladium(0) , 10 (3R,4S)-3-chloro-4-methylhexanoic acid, 11 4-cyclopentylbutanal, 12 (2-(1,3-dioxolan-2-yl)ethyl)triphenylphosphonium bromide, 13 6methylhept-5-en-2-yn-1-ol, 14 6-methylheptan-1-ol, 15 dehydroabietinol, 16 (S)-3methylpentan-1-ol, 17 3-cyclopentylpropan-1-ol, 18 ((5,5dimethylhexyl)oxy)trimethylsilane, 19 2,2,2-trifluoro-N-(4-methylpentyl)acetamide (S11), 20 4-methoxy-N-(4-methylpentyl)benzamide (S13), 7 (methyl 6-((N-(tertbutyl)sulfamoyl)oxy)hexanoate (1c), 21 3-phenylpropyl tert-butylsulfamate (13j) , 22 methyl 2-phenyl acrylate, 23 phenyl acrylate, 24 dimethylfumarate, 25 phenyl vinyl ketone, 26 N-methylacrylamide, 27 and but-3-yn-1-yl acrylate 28 (benzyl (S)-2-(tert-butyl)-4methylene-5-oxooxazolidine-3-carboxylate), 29 were prepared by literature methods.…”