629-97-0Relevant articles and documents
Sustainable System for Hydrogenation Exploiting Energy Derived from Solar Light
Ishida, Naoki,Kamae, Yoshiki,Ishizu, Keigo,Kamino, Yuka,Naruse, Hiroshi,Murakami, Masahiro
supporting information, p. 2217 - 2220 (2021/02/16)
Herein described is a sustainable system for hydrogenation that uses solar light as the ultimate source of energy. The system consists of two steps. Solar energy is captured and chemically stored in the first step; exposure of a solution of azaxanthone in ethanol to solar light causes an energy storing dimerization of the ketone to produce a sterically strained 1,2-diol. In the second step, the chemical energy stored in the vicinal diol is released and used for hydrogenation; the diol offers hydrogen onto alkenes and splits back to azaxanthone, which is easily recovered and reused repeatedly for capturing solar energy.
Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction
Kakaei, Saeed,Xu, Jiaxi
, p. 5481 - 5490 (2013/08/28)
A series of (2-alkylthiothiazolin-5-yl)methyl dodecanoates was synthesized from various alkyl N-allylcarbamodithioates and dilauroyl peroxide via a tandem radical hydrogen-abstraction-cyclization-substitution/combination reaction with a 5-exo-trig radical cyclization as a key step. The current route is the first, convenient, and efficient synthesis of (2-alkylthiothiazolin-5-yl)methanol derivatives. The Royal Society of Chemistry.
Exceptionally high decarboxylation rate of a primary aliphatic acyloxy radical determined by radical product yield analysis and quantitative 1H-CIDNP spectroscopy
Fraind, Alicia,Turncliff, Ryan,Fox, Teri,Sodano, Justin,Ryzhkov, Lev R.
scheme or table, p. 809 - 820 (2012/06/29)
Symmetrical (RCO2CO2R; R=XCH2CH 2) and asymmetrical (RCO2CO2R′; R=C 9H19CH2CH2, R′=CH3 or m-ClC6H4) primary diacyl peroxides were thermally decomposed under different conditions to analyze the decarboxylation rates of the thermally generated acyloxy radicals. Quantitative models of the geminate product yields, and qualitative and quantitative 1H-CIDNP spectroscopy were used to obtain the decarboxylation rate estimates. Results reported here suggest that, unlike short chain acyloxy radicals such as propanoyloxyl, long chain acyloxy radicals possess the highest decarboxylation rates of all known acyloxy radicals, estimated at (0.5-1.5)× 10 12s-1 between 80 and 140°C. Given the nature of the dissociative state of acyloxy radicals, such rates appear to be the result of destabilization of the former by the steric bulk of the long chain substituents. Additionally, the rate of this order of magnitude suggests a nearly concerted decarboxylation of primary diacyl peroxides. Copyright