Fast and Living Ring-Opening Polymerization of α-Amino Acid N-Carboxyanhydrides Triggered by an “Alliance” of Primary and Secondary Amines at Room Temperature

2015 ◽  
Vol 16 (4) ◽  
pp. 1352-1357 ◽  
Author(s):  
Wei Zhao ◽  
Yves Gnanou ◽  
Nikos Hadjichristidis
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Room Temperature ◽  
Ring Opening Polymerization ◽  
Secondary Amines ◽  
Primary And Secondary Amines

scholarly journals Synthesis and Characterization of Polyphosphazenes Modified with Hydroxyethyl Methacrylate and Lactic Acid

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Evelyn Carolina Martínez Ceballos ◽  
Ricardo Vera Graziano ◽  
Gonzalo Martínez Barrera ◽  
Oscar Olea Mejía
Keyword(s):  
Lactic Acid ◽  
Ring Opening ◽  
Room Temperature ◽  
Block Structure ◽  
Ring Opening Polymerization ◽  
Synthesis And Characterization ◽  
Poly Lactic Acid ◽  
Hydroxyethyl Methacrylate ◽  
H Nmr

Poly(dichlorophosphazene) was prepared by melt ring-opening polymerization of the hexachlorocyclotriphosphazene. Poly[bis(2-hydroxyethyl-methacrylate)-phosphazene] and poly[(2-hydroxyethyl-methacrylate)-graft-poly(lactic-acid)-phosphazene] were obtained by nucleophilic condensation reactions at different concentrations of the substituents. The properties of the synthesized copolymers were assessed by FTIR,1H-NMR and31P-NMR, thermal analysis (DSC-TGA), and electron microscopy (SEM). The copolymers have a block structure and show twoTg's below room temperature. They are stable up to a temperature of 100°C. The type of the substituents attached to the PZ backbone determines the morphology of the polymers.

Direct ring-opening of lactide with amines: application to the organo-catalyzed preparation of amide end-capped PLA and to the removal of residual lactide from PLA samples

2015 ◽  
Vol 6 (6) ◽  
pp. 989-997 ◽  
Author(s):  
Aurélie Alba ◽  
Olivier Thillaye du Boullay ◽  
Blanca Martin-Vaca ◽  
Didier Bourissou
Keyword(s):  
Ring Opening ◽  
Secondary Amines ◽  
Primary And Secondary Amines

Spontaneous ring-opening of lactide by primary and secondary amines has been applied to the preparation of well-defined amide end-capped PLA and to the removal of unreacted lactide from PLA samples.

Alkene Difunctionalization Directed by Free Amines: Diamine Synthesis via Nickel-Catalyzed 1,2-Carboamination

2021 ◽  
Author(s):  
Taeho Kang ◽  
José Manuel González ◽  
Zi-Qi Li ◽  
Klement Foo ◽  
Peter Cheng ◽  
...  
Keyword(s):  
Nickel Catalyst ◽  
Room Temperature ◽  
Kinetic Studies ◽  
Fine Tuning ◽  
Secondary Amines ◽  
Protecting Group ◽  
Wide Range ◽  
Leaving Group ◽  
Primary And Secondary Amines ◽  
Reaction Proceeds

A versatile method to access differentially substituted 1,3- and 1,4-diamines via a nickel-catalyzed three-component 1,2-carboamination of alkenyl amines with aryl/alkenylboronic ester nucleophiles and N–O electrophiles is reported. The reaction proceeds efficiently with free primary and secondary amines without needing a directing auxiliary or protecting group, and is enabled by fine-tuning the leaving group on the N–O reagent. The transformation is highly regioselective and compatible with a wide range of coupling partners and alkenyl amine substrates, all performed at room temperature. A series of kinetic studies support a mechanism in which alkene coordination to the nickel catalyst is turnover-limiting.

scholarly journals Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes

Synthesis ◽  
2019 ◽  
Vol 52 (08) ◽  
pp. 1247-1252 ◽  
Author(s):  
Sumin Lee ◽  
Young Jin Jang ◽  
Erik J. T. Phipps ◽  
Honghui Lei ◽  
Tomislav Rovis
Keyword(s):  
Good Yield ◽  
Ring Opening ◽  
Secondary Amines ◽  
One Pot ◽  
Rapid Access ◽  
Primary And Secondary Amines ◽  
Terminal Alkenes ◽  
Broad Array ◽  
Vicinal Diamines

We report a three-component diamination of simple unactivated alkenes using an electrophilic nitrene source and amine nucleo­philes. The reaction provides rapid access to 1,2-vicinal diamines from terminal alkenes through a one-pot protocol. The transformation proceeds smoothly with excellent tolerance for a broad array of primary and secondary amines, affording the desired products in good yield and regioselectivity. The mechanism is proposed to proceed through a Rh(III)-catalyzed aziridination of alkenes with subsequent ring opening by primary or secondary amines.

scholarly journals Random Poly(Amino Acid)s Synthesized by Ring Opening Polymerization as Additives in the Biomimetic Mineralization of CaCO3

Polymers ◽  
2012 ◽  
Vol 4 (2) ◽  
pp. 1195-1210 ◽  
Author(s):  
Vladimir Dmitrovic ◽  
Gijs J.M. Habraken ◽  
Marco M.R.M. Hendrix ◽  
Wouter J.E.M. Habraken ◽  
Andreas Heise ◽  
...  
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Ring Opening Polymerization ◽  
Biomimetic Mineralization
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