Organic reactivity, structure determination

O—H bonds, hydrogen atom abstraction from, 9,127 Organic materials for second-order non-linear optics, 32,121 Organic reactivity, electron-transfer paradigm for, 35, 193 Organic reactivity, structure determination of, 35,67... 

How Does Structure Determine Organic Reactivity Partitioning of Carbocations between Addition of Nucleophiles and Deprotonation... 

How does structure determine organic reactivity, 35, 67 Hydrated electrons, reactions of, with organic compounds, 7,115 Hydration, reversible, of carbonyl compounds, 4, 1 Hydride shifts and transfers, 24, 57... 

Since different reactivity is observed for both the stoichiometric and the catalytic version of the arene-promoted lithiation, different species should be involved in the electron-transfer process from the metal to the organic substrate. It has been well-established that in the case of the stoichiometric version an arene-radical anion [lithium naph-thalenide (LiCioHg) or lithium di-ferf-butylbiphenylide (LiDTBB) for using naphthalene or 4,4 -di-ferf-butylbiphenyl (DTBB) as arenes, respectively] is responsible for the reduction of the substrate, for instance for the transformation of an alkyl halide into an alkyllithium . For the catalytic process, using naphthalene as the arene, an arene-dianion 2 has been proposed which is formed by overreduction of the corresponding radical-anion 1 (Scheme 1). Actually, the dianionic species 2 has been prepared by a completely different approach, namely by double deprotonation of 1,4-dihydronaphthalene, and its X-ray structure determined as its complex with two molecules of N,N,N N tetramethylethylenediamine (TMEDA). ... 

Structure, determination of organic reactivity, 35, 67 Structure and mechanism, in curbene chemistry, 7, 153 Structure and mechanism, in organic electrochemistry, 12, 1 Structure and reactivity of carbencs having aryl substitutents, 22, 311 Structure and reactivity of hydrocarbon radical cations, 38, 87 Structure of electronically excited molecules, 1, 365... 

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