Onium

Davidson W R, Sunner J and Kebarle P 1979 Flydrogen bonding of water to onium ions. Flydration of substituted pyridinium ions and related systems J. Am. Chem. Soc. 101 1675-80... 

Meot-Ner M 1984 Ionic hydrogen bond and ion solvation 2. Solvation of onium ions by 1-7 water molecules. Relations between monomolecular, specific and bulk hydration J. Am. Chem. Soc. 106 1265-72... 

Nonbonded electron pair donors (w-donors) are expectedly readily protonated (or coordinated) with superacids. Remarkably, this includes even xenon, long considered an inert gas. The protonation of some 7T-, (T- and -bases and their subsequent ionization to carbocations or onium ions is depicted as follows ... 

Onium Ions (with Laali, Wang, and Prakash), 1998. 

More recent developments are based on the finding, that the d-orbitals of silicon, sulfur, phosphorus and certain transition metals may also stabilize a negative charge on a carbon atom. This is probably caused by a partial transfer of electron density from the carbanion into empty low-energy d-orbitals of the hetero atom ( backbonding ) or by the formation of ylides , in which a positively charged onium centre is adjacent to the carbanion and stabilization occurs by ylene formation. 

Cyclopentene derivatives with carboxylic acid side-chains can be stereoselectively hydroxy-lated by the iodolactonization procedure (E.J. Corey, 1969, 1970). To the trisubstituted cyclopentene described on p. 210 a large iodine cation is added stereoselectively to the less hindered -side of the 9,10 double bond. Lactone formation occurs on the intermediate iod-onium ion specifically at C-9ot. Later the iodine is reductively removed with tri-n-butyltin hydride. The cyclopentane ring now bears all oxygen and carbon substituents in the right stereochemistry, and the carbon chains can be built starting from the C-8 and C-12 substit""" ... 

Polyatomic Cations. Polyatomic cations derived by addition of more protons than required to give a neutral unit to polyatomic anions are named by adding the ending -onium to the root of the name of the anion element for example, PH4, phosphonium ion HjU, iodonium ion H3O+, oxonium ion CH3OHJ, methyl oxonium ion. 

Onions, dehydrated Onium Onium salts On-line databases On-line sampling ONO802, [64318-79-2] Onsager model Onychomycosis Onyx... 

The solubHity properties of the PAG itself can play an important role in the overaH resist performance as weU (50). SolubHity differences between the neutral onium salt and the acidic photoproducts can be quite high and wHl affect the resist contrast. In fact onium salts can serve as dissolution inhibitors in novolac polymers, analogous to diazonaphthoquinones, even in the absence of any acid-sensitive chemical function (51). 

Fig. 20. Proposed photochemical mechanisms for the generation of acid from sulfonium salt photolysis. Shown ate examples illustrating photon absorption by the onium salt (direct irradiation) as well as electron transfer sensitization, initiated by irradiation of an aromatic hydrocarbon.

J. CriveUo, in J. P. Eouiassier andj. E. Rabek, eds., Eadiation Curing in Polymer Science andTechnology (V9III) Photoinitiating Systems, Elsevier, New York, 1993, Chapt. 8, for a review on onium salts. 

Anionic extractants are commonly based on high molecular weight amines. Metal anions such as MnO or ReO can be exchanged selectively with inorganic anions such as Cl or The equiHbrium for a quaternary onium compound of organic radicals R for two anion species A and B ... 

Fig. 1. Functional monomers used in acrylamide copolymers. Methacrylamidopropyltrim ethyl ammonium chloride [51410-72-1] (1), acryloyloxyethyltrimethylammonium chioride [44992-01-0] (2), methacryloyloxyethyltrimethylammonium chloride [50339-78-1] (3), /V,/V-dimethy1aminoethy1 methacrylate [2867-47-2] (4), /V,/V-dimethylaminopropy1 acryl amide [3845-76-9] (5), diallyl dimethyl amm onium chloride...

Because of the special stabiHty of the hexafluoroarsenate ion, there are a number of appHcations of hexafluoroarsenates. For example, onium hexafluoroarsenates (33) have been described as photoinitiators in the hardening of epoxy resins (qv). Lithium hexafluoroarsenate [29935-35-1] has been used as an electrolyte in lithium batteries (qv). Hexafluoroarsenates, especially alkaH and alkaline-earth metal salts or substituted ammonium salts, have been reported (34) to be effective as herbicides (qv). Potassium hexafluoroarsenate [17029-22-0] has been reported (35) to be particularly effective against prickly pear. However, environmental and regulatory concerns have severely limited these appHcations. 

Ghlormequat Chloride. 2-CHoioethyltrimethylammonium chloride [999-81-5] (chlormequat chloride), known as CCC (20), is an onium-type plant growth regulator that has variable use depending on where it is used. CCC by itself is registered for use in the United States by the Environmental Protection Agency, but the mixture of CCC with choline chloride has not been approved. 

Most of the GA-synthesis inhibitors characterized so far affect two segments of the compHcated pathway from MVA to the many different GAs identified. The cycHzation reactions that produce / Akaurene are inhibited by the onium growth retardants, and the oxidations of /-kaurene to /-kaurenoic acid are sensitive to heterocycHc triazoles such as paclobutrazol and similar compounds. Other enzymes in the pathway are points for pathway dismption by as yet undeveloped GA biosynthesis inhibitors (236). 

However, the vast majority of research has been devoted to synthesis involving electrophilic substitution on the aromatic ring of hydroquinone. Hence, phenylhydroquinone can be obtained by the reaction of phenyl dia onium salts (18) with hydroquinone (82). 

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