Literature DB >> 16594676

Triazabicyclodecene: a simple bifunctional organocatalyst for acyl transfer and ring-opening polymerization of cyclic esters.

Russell C Pratt1, Bas G G Lohmeijer, David A Long, Robert M Waymouth, James L Hedrick.   

Abstract

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) is an effective organocatalyst for acyl transfer as well as the ring-opening polymerization of cyclic esters. Its high activity is attributed to its ability to simultaneously activate both esters and alcohols, as demonstrated in a model reaction. This unique mechanism makes TBD a remarkably simple example of a bifunctional catalyst. The simplicity of the reaction conditions, the ready commercial availability of the catalyst, and its high activity provide an accessible methodology to allow future studies of tailor-made polyesters.

Entities:  

Year:  2006        PMID: 16594676     DOI: 10.1021/ja060662+

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  27 in total

1.  Well-defined Poly(lactic acid)s Containing Poly(ethylene glycol) Side-chains.

Authors:  José A Castillo; Dorothee E Borchmann; Amy Y Cheng; Yufeng Wang; Chunhua Hu; Andrés J García; Marcus Weck
Journal:  Macromolecules       Date:  2012       Impact factor: 5.985

2.  Cyclopropenimine Superbases: Competitive Initiation Processes in Lactide Polymerization.

Authors:  Tyler S Stukenbroeker; Jeff S Bandar; Xiangyi Zhang; Tristan H Lambert; Robert M Waymouth
Journal:  ACS Macro Lett       Date:  2015-07-30       Impact factor: 6.903

3.  Substituted Polyesters by Thiol-Ene Modification: Rapid Diversification for Therapeutic Protein Stabilization.

Authors:  Emma M Pelegri-O'Day; Samantha J Paluck; Heather D Maynard
Journal:  J Am Chem Soc       Date:  2017-01-12       Impact factor: 15.419

4.  Fast and selective ring-opening polymerizations by alkoxides and thioureas.

Authors:  Xiangyi Zhang; Gavin O Jones; James L Hedrick; Robert M Waymouth
Journal:  Nat Chem       Date:  2016-07-25       Impact factor: 24.427

5.  Tunable and recyclable polyesters from CO2 and butadiene.

Authors:  Rachel M Rapagnani; Rachel J Dunscomb; Alexandra A Fresh; Ian A Tonks
Journal:  Nat Chem       Date:  2022-06-27       Impact factor: 24.274

6.  Tuning Properties of Poly(ethylene glycol)-block-poly(simvastatin) Copolymers Synthesized via Triazabicyclodecene.

Authors:  Theodora A Asafo-Adjei; Thomas D Dziubla; David A Puleo
Journal:  React Funct Polym       Date:  2017-07-27       Impact factor: 3.975

7.  Covalent Poly(lactic acid) Nanoparticles for the Sustained Delivery of Naloxone.

Authors:  Andrew J Kassick; Heather N Allen; Saigopalakrishna S Yerneni; Fathima Pary; Marina Kovaliov; Cooper Cheng; Marco Pravetoni; Nestor D Tomycz; Donald M Whiting; Toby L Nelson; Michael Feasel; Phil G Campbell; Benedict Kolber; Saadyah Averick
Journal:  ACS Appl Bio Mater       Date:  2019-07-25

8.  Dissolution of epoxy thermosets via mild alcoholysis: the mechanism and kinetics study.

Authors:  Xiao Kuang; Qian Shi; Yunying Zhou; Zeang Zhao; Tiejun Wang; H Jerry Qi
Journal:  RSC Adv       Date:  2018-01-04       Impact factor: 3.361

9.  Macromolecular Design via an Organocatalytic, Monomer-Specific and Temperature-Dependent "On/Off Switch". High Precision Synthesis of Polyester/Polycarbonate Multiblock Copolymers.

Authors:  Peter Olsén; Karin Odelius; Helmut Keul; Ann-Christine Albertsson
Journal:  Macromolecules       Date:  2015-03-06       Impact factor: 5.985

10.  Design and synthesis of a photoswitchable guanidine catalyst.

Authors:  Philipp Viehmann; Stefan Hecht
Journal:  Beilstein J Org Chem       Date:  2012-10-24       Impact factor: 2.883

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