Disulfides as mercapto-precursors in nucleophilic ring opening reaction of polymeric epoxides: establishing equimolar stoichiometric conditions in a thiol–epoxy ‘click’ reaction

2020 ◽  
Vol 56 (54) ◽  
pp. 7419-7422 ◽  
Author(s):  
Taejun Eom ◽  
Anzar Khan

This work establishes equimolar stoichiometric conditions in a thiol–epoxy ‘click’ reaction.

Molbank ◽  
10.3390/m1199 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1199
Author(s):  
Milene A. G. Fortunato ◽  
Filipa Siopa ◽  
Carlos A. M. Afonso

Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.


1998 ◽  
Vol 39 (34) ◽  
pp. 6189-6190 ◽  
Author(s):  
Masami Kawase ◽  
Hiromi Koiwai ◽  
Setsuo Saito ◽  
Teruo Kurihara

2017 ◽  
Vol 8 (48) ◽  
pp. 7446-7451 ◽  
Author(s):  
Jiaojiao Shang ◽  
Shaojian Lin ◽  
Patrick Theato

A CO2 sensor was fabricated by attaching CO2-sensitive spiropyran groups onto versatile photo-crosslinked poly(glycidyl methacrylate) (PGMA) precursor nanofibers via a nucleophilic ring-opening reaction.


ChemInform ◽  
2012 ◽  
Vol 43 (20) ◽  
pp. no-no
Author(s):  
Nadine Allendoerfer ◽  
Mazen Es-Sayed ◽  
Martin Nieger ◽  
Stefan Braese

Chemistry ◽  
2020 ◽  
Vol 2 (4) ◽  
pp. 827-836
Author(s):  
Taejun Eom ◽  
Anzar Khan

This work establishes the ‘click’ nature of the base-catalyzed oxirane ring opening reaction by the selenolate nucleophile. The ‘click’-generated ß-hydroxy selenide can be alkylated to afford cationic selenium species. Hemolytic studies suggest that selenonium cations do not lyse red blood cells even at high concentrations. Overall, these results indicate the future applicability of the developed organo-selenium chemistry in the preparation of a new class of cationic materials based on the seleno-ether motif.


2012 ◽  
Vol 53 (4) ◽  
pp. 388-391 ◽  
Author(s):  
Nadine Allendörfer ◽  
Mazen Es-Sayed ◽  
Martin Nieger ◽  
Stefan Bräse

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