22313-58-2Relevant academic research and scientific papers
Catalytic enantioselective allylic oxidation of olefins with copper(I) catalysts and new perester oxidants
Andrus, Merritt B.,Chen, Xi
, p. 16229 - 16240 (1997)
Asymmetric allylic oxidation of cyclic olefins using a catalytic amount of copper(I) bisoxazoline complexes and new peresters was investigated to give allylic benzoate esters in high selectivity (~80%ee), yield (70-80%), and at reasonable rates (5-7 d) at
A Woven Supramolecular Metal-Organic Framework Comprising a Ruthenium Bis(terpyridine) Complex and Cucurbit[8]uril: Enhanced Catalytic Activity toward Alcohol Oxidation
Li, Zhan-Ting,Liu, Yi,Wang, Hui,Wang, Ze-Kun,Xu, Zi-Yue,Zhang, Dan-Wei,Zhang, Yun-Chang
, p. 1498 - 1503 (2020/08/05)
The self-assembly of a diamondoid woven supramolecular metal–organic framework wSMOF-1 has been achieved from intertwined [Ru(tpy)2]2+ (tpy=2,2′,6′,2′′-terpyridine) complex M1 and cucurbit[8]uril (CB[8]) in water, where the intermolecular dimers formed by the appended aromatic arms of M1 are encapsulated in CB[8]. wSMOF-1 exhibits ordered pore periodicity in both water and the solid state, as confirmed by a combination of 1H NMR spectroscopy, UV-vis absorption, isothermal titration calorimetry, dynamic light scattering, small angle X-ray scattering and selected area electron diffraction experiments. The woven framework has a pore aperture of 2.1 nm, which allows for the free access of both secondary and primary alcohols and tert-butyl hydroperoxide (TBHP). Compared with the control molecule [Ru(tpy)2]Cl2, the [Ru(tpy)2]2+ unit of wSMOF-1 exhibits a remarkably higher heterogeneous catalysis activity for the oxidation of alcohols by TBHP in n-hexane. For the oxidation of 1-phenylethan-1-ol, the yield of acetophenone was increased from 10 percent to 95 percent.
Microfluidic Synthesis of tert-Butyl Peresters via KI-Catalyzed Oxidative Coupling of Methyl Arenes and tert-Butyl Hydroperoxide
Hua, Jiawei,Guo, Shiyu,Yang, Zhao,Fang, Zheng,Guo, Kai
supporting information, p. 1633 - 1637 (2017/10/25)
A green and efficient organic-aqueous two-phase reaction route for the synthesis of tert-butyl peresters by KI-catalyzed C-H oxidation of methyl arenes in a microfluidic chip reactor has been developed. Moreover, a series of tert-butyl perester products were obtained in moderate to good yields under metal-free conditions. A scale-up continuous flow system was constructed to verify the application of this method.
Bu4NI-catalyzed construction of tert-butyl peresters from alcohols
Zhang, Hui,Dong, Dao-Qing,Hao, Shuang-Hong,Wang, Zu-Li
, p. 8465 - 8468 (2016/02/09)
A new method for the synthesis of tert-butyl peresters directly from available alcohols catalyzed by Bu4NI at room temperature in an aqueous system was developed. Additionally, allylic esters could also be obtained by combing this method and Kharasch-Sosnovsky reaction via a two-step one-pot procedure.
Synthesis of tert-butyl peresters from aldehydes by Bu4NI- catalyzed metal-free oxidation and its combination with the Kharasch-Sosnovsky reaction
Wei, Wei,Zhang, Chao,Xu, Yuan,Wan, Xiaobing
supporting information; experimental part, p. 10827 - 10829 (2011/11/05)
A new tert-butyl peresters synthesis directly from aldehydes and TBHP was developed via Bu4NI-catalyzed aldehyde C-H oxidation. Mechanistic studies suggest that the protocol proceeds via a radical process. Combining the method with the Kharasch-Sosnovsky reaction offers a practical approach for the synthesis of allylic esters from simple aldehydes and alkenes via a two-step one-pot procedure.
Studies on enantioselective allylic oxidation of olefins using peresters catalyzed by Cu(I)-complexes of chiral pybox ligands
Ginotra, Sandeep K.,Singh, Vinod K.
, p. 4370 - 4374 (2008/09/19)
Enantioselective allylic oxidation of olefins with various peresters, using a catalytic amount of Cu(i)-pybox complex, can be tuned to achieve high asymmetric induction (up to 98% ee) by choosing a unique combination of a ligand and a perester at room temperature. The asymmetric induction in the reaction strongly depends on the nature of the substituents attached to the aryl ring of peresters. The presence of a gem-diphenyl group at C-5 and secondary or tertiary alkyl substituents at the chiral center (C-4) of the oxazoline rings is crucial for high enantioselectivity. A π-π stacking model has been proposed and discussed to explain the stereochemical outcome of the reaction. The Royal Society of Chemistry 2006.
New Methods and Reagents in Organic Synthesis. 43. A New Synthesis of tert-Butyl Peroxycarboxylates Using Diethyl Phosphorocyanidate (DEPC)
Hamada, Yasumasa,Mizuno, Akira,Ohno, Tomoyasu,Shioiri, Takayuki
, p. 3683 - 3685 (2007/10/02)
Condensation of carboxylic acids with tert-butyl hydroperoxide has been smoothly achieved by the use of diethyl phosphorocyanidate and triethylamine under mild reaction conditions, giving tert-butyl peroxycarboxylates in good yields.Keywords - tert-butyl
