Literature DB >> 23572056

A new photoclick reaction strategy: photo-induced catalysis of the thiol-Michael addition via a caged primary amine.

Weixian Xi1, Matthias Krieger, Christopher J Kloxin, Christopher N Bowman.   

Abstract

The utilization of 2-(2-nitrophenyl)propyloxycarbonyl (NPPOC) as a photolabile primary amine cage enables the thiol-Michael 'click' reaction to be photo-triggered. The photolabile amine exhibits efficient catalytic activity upon UV irradiation and is shown to initiate the photopolymerization of tetrathiol and diacrylate comonomers via Michael addition.

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Year:  2013        PMID: 23572056     DOI: 10.1039/c3cc41123k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  15 in total

1.  Assessment of TEMPO as a Thermally Activatable Base Generator and Its Use in Initiation of Thermally-Triggered Thiol-Michael Addition Polymerizations.

Authors:  Xinpeng Zhang; Sijia Huang; Maciej Podgórski; Xun Han; Mauro Claudino; Christopher N Bowman
Journal:  Polym Chem       Date:  2018-07-14       Impact factor: 5.582

2.  Visible-Light-Initiated Thiol-Michael Addition Polymerizations with Coumarin-Based Photobase Generators: Another Photoclick Reaction Strategy.

Authors:  Xinpeng Zhang; Weixian Xi; Chen Wang; Maciej Podgórski; Christopher N Bowman
Journal:  ACS Macro Lett       Date:  2016-01-22       Impact factor: 6.903

3.  Wavelength-Selective Sequential Polymer Network Formation Controlled with a Two-Color Responsive Initiation System.

Authors:  Xinpeng Zhang; Weixian Xi; Sijia Huang; Katelyn Long; Christopher N Bowman
Journal:  Macromolecules       Date:  2017-07-17       Impact factor: 5.985

4.  Polymeric Biomaterials: Diverse Functions Enabled by Advances in Macromolecular Chemistry.

Authors:  Yingkai Liang; Linqing Li; Rebecca A Scott; Kristi L Kiick
Journal:  Macromolecules       Date:  2017-01-06       Impact factor: 5.985

5.  Vinyl sulfonamide based thermosetting composites via thiol-Michael polymerization.

Authors:  Jasmine Sinha; Adam Dobson; Osamah Bankhar; Maciej Podgórski; Parag K Shah; Sheryl L W Zajdowicz; Abdulaziz Alotaibi; Jeffrey W Stansbury; Christopher N Bowman
Journal:  Dent Mater       Date:  2019-11-30       Impact factor: 5.304

6.  Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): a photoactivatable linchpin for efficient SPAAC crosslinking.

Authors:  Dewey A Sutton; Seok-Ho Yu; Richard Steet; Vladimir V Popik
Journal:  Chem Commun (Camb)       Date:  2015-11-05       Impact factor: 6.222

7.  Mechanistic Kinetic Modeling of Thiol-Michael Addition Photopolymerizations via Photocaged "Superbase" Generators: An Analytical Approach.

Authors:  Mauro Claudino; Xinpeng Zhang; Marvin D Alim; Maciej Podgórski; Christopher N Bowman
Journal:  Macromolecules       Date:  2016-10-18       Impact factor: 5.985

Review 8.  Spatiotemporal hydrogel biomaterials for regenerative medicine.

Authors:  Tobin E Brown; Kristi S Anseth
Journal:  Chem Soc Rev       Date:  2017-10-30       Impact factor: 54.564

9.  Dental Restorative Materials Based on Thiol-Michael Photopolymerization.

Authors:  S Huang; M Podgórski; X Zhang; J Sinha; M Claudino; J W Stansbury; C N Bowman
Journal:  J Dent Res       Date:  2018-02-13       Impact factor: 8.924

10.  Next-Generation o-Nitrobenzyl Photolabile Groups for Light-Directed Chemistry and Microarray Synthesis.

Authors:  Nicole Kretschy; Ann-Katrin Holik; Veronika Somoza; Klaus-Peter Stengele; Mark M Somoza
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-03       Impact factor: 15.336

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