107326-45-4Relevant academic research and scientific papers
Time Programmable Locking/Unlocking of the Calix[4]arene Scaffold by Means of Chemical Fuels
Del Giudice, Daniele,Spatola, Emanuele,Cacciapaglia, Roberta,Casnati, Alessandro,Baldini, Laura,Ercolani, Gianfranco,Di Stefano, Stefano
, p. 14954 - 14962 (2020)
In this work, we report that 2-cyano-2-phenylpropanoic acid and its p-Cl, p-CH3 and p-OCH3 derivatives can be used as chemical fuels to control the geometry of the calix[4]arene scaffold in its cone conformation. It is shown that, under the action of the fuel, the cone calix[4]arene platform assumes a “locked” shape with two opposite aromatic rings strongly convergent and the other two strongly divergent (“pinched cone” conformation). Only when the fuel is exhausted, the cone calix[4]arene scaffold returns to its resting, “unlocked” shape. Remarkably, the duration of the “locked” state can be controlled at will by varying the fuel structure or amount. A kinetic study of the process shows that the consume of the fuel is catalyzed by the “unlocked” calixarene that behaves as an autocatalyst for its own production. A mechanism is proposed for the reaction of fuel consumption.
Photocyclization reactions of N-substituted 3-(2- hydroxynaphthalen-1-yl) propenamide derivatives accompanied by liberation of aliphatic and aromatic primary amines
Watanabe, Koh,Takahashi, Shun,Yoshizawa, Takuya,Igarashi, Tetsutaro,Sakurai, Tadamitsu
, p. 1503 - 1514 (2014/07/07)
(E)-3-(2-Hydroxynaphthalen-1-yl)propenoyl- and (E)-3-(2- hydroxynaphthalen-1-yl)-2-methylpropenoyl-protected aliphatic and aromatic primary amines were synthesized and their photolytic behavior in methanol was explored. The results showed that irradiation of the hydroxynaphthylpropenamide derivatives in a protic polar solvent at wavelengths greater than 280 nm or 340 nm causes rather efficient deprotection reactions to afford the desired amines quantitatively along with fluorescent benzocoumarins.
