Synthesis of novel polyethers with abundant reactive sites and diverse skeletons based on the ring-opening reaction of D–A cyclopropanes

2020 ◽  
Vol 11 (37) ◽  
pp. 5969-5973
Author(s):  
Shuai Wu ◽  
Jun-Fang Li ◽  
Xiu-Li Sun ◽  
Xiao-Yan Wang ◽  
Yong Tang

Based on the ring-opening reaction of D–A cyclopropanes, a facile synthesis of novel polyethers is developed with molecular weights up to 17.7 kg mol−1.

Heterocycles ◽  
2009 ◽  
Vol 78 (2) ◽  
pp. 471 ◽  
Author(s):  
Kimio Higashiyama ◽  
Masataka Matsumura ◽  
Hiroshi Kojima ◽  
Takayasu Yamauchi

2007 ◽  
Vol 48 (48) ◽  
pp. 8554-8557 ◽  
Author(s):  
Hisao Saneyoshi ◽  
Itaru Okamoto ◽  
Yoshiaki Masaki ◽  
Akihiro Ohkubo ◽  
Kohji Seio ◽  
...  

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Ziyuan Song ◽  
Hailin Fu ◽  
Ryan Baumgartner ◽  
Lingyang Zhu ◽  
Kuo-Chih Shih ◽  
...  

AbstractEnzymes provide optimal three-dimensional structures for substrate binding and the subsequent accelerated reaction. Such folding-dependent catalytic behaviors, however, are seldom mechanistically explored with reduced structural complexity. Here, we demonstrate that the α-helix, a much simpler structural motif of enzyme, can facilitate its own growth through the self-catalyzed polymerization of N-carboxyanhydride (NCA) in dichloromethane. The reversible binding between the N terminus of α-helical polypeptides and NCAs promotes rate acceleration of the subsequent ring-opening reaction. A two-stage, Michaelis–Menten-type kinetic model is proposed by considering the binding and reaction between the propagating helical chains and the monomers, and is successfully utilized to predict the molecular weights and molecular-weight distributions of the resulting polymers. This work elucidates the mechanism of helix-induced, enzyme-mimetic catalysis, emphasizes the importance of solvent choice in the discovery of new reaction type, and provides a route for rapid production of well-defined synthetic polypeptides by taking advantage of self-accelerated ring-opening polymerizations.


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