36978-17-3Relevant articles and documents
Synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by ZnO
Tang, Yuqi,Feng, Chengliang,Yang, Wanfeng,Ji, Min,Wang, Wei,Chen, Junqing
, p. 1 - 8 (2020/07/13)
An efficient method for the synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by nano-ZnO under solvent-free condition at room temperature was described. The method is compatible with a range of ethers including tricyclic ethers, tetracyclic ethers, pentacyclic ethers and hexacyclic ethers and have afforded the products with moderate to good yields. The ZnO could be reused up to three times and the product yield after three cycles is 87%.
Palladium(II) acetate catalyzed acylative cleavage of cyclic and acyclic ethers under neat conditions
Fotie, Jean,Adolph, Brandy R.,Bhatt, Shreya V.,Grimm, Casey C.
supporting information, p. 4648 - 4651 (2017/11/15)
During the development of a palladium catalyzed C–H activation cross-coupling reaction involving acyl halides, it was noted that palladium(II) acetate catalyzes the acylative cleavage of tetrahydrofuran (used as a solvent) at room temperature to afford the corresponding 4-chlorobutyl ester derivative. After optimization, the reaction was shown to work well with epoxides, oxetane and tetrahydrofuran, but only barely with oxanes at room temperature. Acyclic ethers systematically failed to react under similar conditions, but underwent complete conversion in a microwave reactor at 100 °C.
Heavier chalcogenone complexes of bismuth(iii)trihalides: Potential catalysts for acylative cleavage of cyclic ethers
Srinivas, Katam,Suresh, Paladugu,Babu, Chatla Naga,Sathyanarayana, Arruri,Prabusankar, Ganesan
, p. 15579 - 15590 (2015/03/05)
Heavier chalcogenones (S, Se and Te) of imidazole act as versatile ligands to yield a series of mononuclear and dinuclear bismuth(iii)complexes of heavier chalcogenones in excellent yield. These new bismuth heavier chalcogen derivatives are the first structurally characterized molecules, where the bismuth and heavier chalcogen ratio is 1:1. There is only one previous report of a crystal structure of a bismuth(iii)-imidazol selone compound and none with bismuth(iii)-imidazol tellone. The bismuth center in monomeric bismuth chalcogen trihalides depicts pseudo trigonal bipyramidal geometry, while the dimeric bismuth chalcogen trihalides demonstrate distorted square pyramidal geometry. The solid state structures of bismuth chalcogenone derivatives feature rare Bi...π(aryl) interactions. Thus, the centroid of the C6-ring suggests a half sandwich type of bismuth environment in mononuclear and dinuclear bismuth(iii) chalcogenone complexes. Notably, the Bi...π(aryl) interaction is not often noticed for mononuclear bismuth chalcogen compounds. Some of the bismuth(iii) chalcogenone complexes also exhibit C-H...π(aryl), C-H...S and C-H...Cl types of hydrogen bonding. The bismuth-chalcogen bond distance in mononuclear bismuth(iii)tribromide chalcogenone complexes is slightly longer than in mononuclear bismuth(iii)trichloride chalcogenone complexes. A gradual increase in carbon-chalcogen bond distance was observed from the free imidazole-chalcogenone to mononuclear bismuth(iii)trichloride chalcogenones, dinuclear bismuth(iii)trichloride chalcogenones and mononuclear bismuth(iii)tribromide chalcogenones and dinuclear bismuth(iii)tribromide chalcogenones. The UV-vis absorption properties and thermal decomposition properties of imidazol chalcogenones and their bismuth derivatives were investigated. Furthermore, the O-acylative cleavage of cyclic ethers was demonstrated using mononuclear and dinuclear bismuth(iii)complexes of heavier chalcogenones as catalysts. In contrast to bismuth(iii)trichloride and bismuth(iii)tribromide catalysts, mononuclear and dinuclear bismuth(iii)complexes of heavier chalcogenones are very active towards an acylative cleavage of cyclic ethers through a mild and regioselective strategy. In particular, mononuclear imidazolthione-bismuth(iii)trichloride is very active towards O-acylative cleavage of 2-methyl tetrahydrofuran. This journal is
