A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations.
نویسندگان
چکیده
The propensity of oxoammonium cations to facilitate the oxidative ring-opening of cyclic ethers to their corresponding distal hydroxy ketones is investigated. The reaction has been evaluated using experimental and computational methods to gain deeper insight into trends in reactivity.
منابع مشابه
Regioselective oxidative ring opening of cyclopropyl silyl ethers: a quantum chemical study.
In contrast to the structurally and configurationally stable alkyl- or aryl-substituted cyclopropyl radical cations, cyclopropyl silyl ethers undergo spontaneous ring opening upon oxidation whereby the endocyclic C-C(O-TMS) bond is cleaved with remarkable selectivity. DFT calculations on 1-trimethylsilyloxybicyclo[4.1.0]heptane show that this selectivity arises from the topology of the potentia...
متن کاملOxidative cleavage of allyl ethers by an oxoammonium salt.
A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.
متن کاملPreparation of Polyaniline Nanocomposite with Natural Clinoptilolite and Investigation of Its Special Properties
A nanocomposite of polyaniline (PANI) with natural clinoptilolite (Clino) was prepared by chemical oxidative polymerization of anilinium cations in the presence of clinoptilolite dispersion. The PANI/Clino nanocomposite was characterized using FTIR, XRD and SEM techniques as well as electrical conductivity measurement using four point probe technique. Cyclic voltammetry analysis was used to inv...
متن کاملSynthesis of cyclic olefin polymers with high glass transition temperature and high transparency using tungsten-based catalyst system
Novel cyclic olefin polymers (COPs) derived from bulky cyclic olefins, tricyclodipentadiene (TCPD) and tricyclo[6.4.0.19,12]-tridec-10-ene (TTE), with high glass transition temperature (Tg), excellent thermal stability, and high transparency, have been synthesized by ring-opening metathesis polymerization (ROMP) and subsequent hydrogenation. ROMP of TCPD and TTE was carried out successfully wit...
متن کاملNumerical and Experimental Study on Ratcheting Behavior of Steel Cylindrical Shells with/without Cutout Under Cyclic Combined and Axial Loading
Ratcheting behavior of steel 304L cylindrical shell under cyclic combined and axial loading are investigated in this paper, numerically. Cylindrical shells were fixed oblique at angle of 20° and normal with respect to the longitudinal direction of the shell and subjected to force-controlled cycling with non-zero mean force, which causes the accumulation of plastic deformation or ratcheting beha...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 14 16 شماره
صفحات -
تاریخ انتشار 2016