542-53-0Relevant academic research and scientific papers
Are N-substituted glycine N-thiocarboxyanhydride monomers really hard to polymerize?
Tao, Xinfeng,Zheng, Botuo,Kricheldorf, Hans R.,Ling, Jun
, p. 404 - 410 (2017)
N-Substituted glycine N-thiocarboxyanhydrides (NNTAs) are promising cyclic monomers to synthesize polypeptoids with the advantages of easier preparation and higher stability during purification and storage than N-substituted glycine N-carboxyanhydrides (NNCAs). NNTAs were commonly considered too stable to polymerize for their low reactivity. In this contribution, we report controlled polymerizations of N-ethylglycine NTA (NEG-NTA) and sarcosine NTA (Sar-NTA) using primary amines as initiator under proper polymerization conditions. The controllability has been fully supported by 1H NMR end group analyses, MALDI-ToF mass spectra, kinetic data, block copolymerizations by sequential monomer addition, and low polydispersities (1.14–1.17) of polypeptoids. Variation of the [NNTA]/[initiator] ratio allows well control of the molar mass, and degrees of polymerization (DPs) up to 287 can be reached for poly(N-ethylglycine) or DPs up to 262 for polysarcosine. NNTAs exhibit excellent activity and they are potential to synthesize polypeptoids with controllable polymerization.
Hydrolysis of coordinated diazoalkanes to yield side-on 1,2-diazene derivatives
Albertin, Gabriele,Antoniutti, Stefano,Botter, Alessandra,Castro, Jesús
supporting information, p. 2091 - 2093 (2015/03/18)
Diazoalkane complexes [Ru(η5-C5Me5)(N2CAr1Ar2)(PPh3){P(OR)3}]BPh4 [R = Me (1), Et (2); Ar1 = Ar2 = Ph (a); Ar1 = Ph, Ar2 = p-tolyl (b); Ar1Ar2 = C12H8 (c)] were prepared by allowing chloro complexes RuCl(η5-C5Me5)(PPh3)[P(OR)3] to react with diazoalkane Ar1Ar2CN2 in ethanol. The treatment of compounds 1 and 2 with H2O afforded 1,2-diazene derivatives [Ru(η5-C5Me5)(η2-NH=NH)(PPh3){P(OR)3}]BPh4 (3 and 4) and ketone Ar1Ar2CO. A reaction path involving nucleophilic attack by H2O on the coordinated diazoalkane is proposed. The complexes were characterized spectroscopically (IR and NMR) and by X-ray crystal structure determination of [Ru(η5-C5Me5)(η2-NH=NH)(PPh3){P(OMe)3}]BPh4 (3).
Polypeptoids from n-substituted glycine n-carboxyanhydrides: Hydrophilic, hydrophobic, and amphiphilic polymers with poisson distribution
Fetsch, Corinna,Grossmann, Arlett,Holz, Lisa,Nawroth, Jonas F.,Luxenhofer, Robert
experimental part, p. 6746 - 6758 (2012/03/10)
Preparation of defined and functional polymers has been one of the hottest topics in polymer science and drug delivery in the recent decade. Also, research on (bio)degradable polymers gains more and more interest, in particular at the interface of these t
