On the Interaction of Triphenylamine with Iodine and with Silica—Alumina Catalysts

Dollish, Francis R.; Hall, W. Keith

doi:10.1021/j100890a501

Cited by 20 publications

(3 citation statements)

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“…Hall obtained TPA •+ by reacting TPA with silica−alumina catalyst and reported its absorption maximum as 660 nm . Dollish and Hall generated TPA •+ by reacting TPA with iodine and showed that this species absorbs around 660 nm . Based on these reports and our own previous findings, , we assign the 680 nm band in Figure a to TPA •+ .…”

Section: Resultssupporting

confidence: 63%

“…This is also clear from the decay at 680 nm and the matching growth at 1270 nm, shown as insets in Figure . The final spectrum (Figure n) was very stable (more than 24 h) and is assigned to TPB •+ based on literature reports and our own results. ,,− For example, Seo et al observed that electrolysis of TPA or TPB solutions at +1.15 V gave the same species having absorption at 480 nm, and this was identified as TPB •+ 10a. Dollish and Hall 19 generated TPA •+ by oxidizing TPA with silica−alumina catalyst and observed that the initial absorption band at 660 nm assignable to TPA •+ decreased with time leading to the formation a new band at 480 nm.…”

Section: Resultsmentioning

confidence: 53%

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Cu(II)-Mediated Generation of Triarylamine Radical Cations and Their Dimerization. An Easy Route to Tetraarylbenzidines

et al. 2008

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Triphenylamine (TPA) derivatives react with Cu2+ in acetonitrile to give TPA radical cations which undergo dimerization and deprotonation reactions to yield tetraphenylbenzidines (TPB). Synthetic utility of this reaction is demonstrated using several triphenylamine derivatives, and yields in excess of 80% are obtained in most cases. Involvement of the amine radical cations in these reactions was confirmed by ESR and absorption spectroscopic studies. A mechanism consistent with all observations is proposed. This study also revealed a very good correlation between the free energy change for radical cation formation and product yields.

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Section: Resultssupporting

confidence: 63%

Section: Resultsmentioning

confidence: 53%

Cu(II)-Mediated Generation of Triarylamine Radical Cations and Their Dimerization. An Easy Route to Tetraarylbenzidines

et al. 2008

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“…Latter possibilities include a chemiluminescent surface decomposition of hydrazine or the formation of radical cations. Amino compounds are known to be converted to radical cations on aluminosilicate surfaces (Dollish and Hall, 1965).…”

Section: Speculation Of the Relationship Between Luminescence Esr Mmentioning

confidence: 99%

A possible energetic role of mineral surfaces in chemical evolution

Coyne

1985

Origins Life Evol Biosphere

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The postulated roles of clays and other minerals in chemical evolution and the origin of life are reconsidered in terms of the interaction of these minerals with penetrating sources of energy such as ionizing radiation and mechanical stress. This interaction, including such facets as excitation, degradation, storage, and transfer, is considered here with regard to its profound potential for altering the capabilities of minerals to serve both as substrates for prebiological chemistry and as inorganic prototypic life forms. The interaction of minerals and energy in relationship to surface chemistry is discussed in terms of the spectroscopic properties of minerals, the interaction of energy with condensed phases, some commonly accepted concepts of heterogeneous catalysis in the absence of electronic energy inputs, and some commonly accepted and novel means by which surface activity might be enhanced in the presence of energy inputs. An estimation is made of the potential contribution of two poorly characterized prebiotic energy sources, natural radioactive decay and triboelectric energy. These estimates place a conservative lower limit on their prebiotic abundance. Also some special properties of these energy sources, relative to solar energy, are pointed out which might give them particular suitability for driving reactions occurring under geological conditions. Skeletal support for this broadly defined framework of demonstrated and potential relationships between minerals, electronic excitation, and surface reactivity, as applied to chemical evolution, is provided from the results of our studies on 1/1 clays. We have discovered and partially characterized a number of novel luminescent properties of these clays, that indicate energy storage and transfer processes in clays. These luminescent properties are interpreted in relationship to the electron spin resonance phenomena, to provide a basis for estimating the potential significance of energy storage and transduction in monitoring or driving clay surface chemistry. Consideration of the electronic structure of abundant minerals in terms of band theory and localized defect centers provides a predictive theoretical framework from which to rationalize the capacity of these materials to store and transduce energy. The bulk crystal is seen as a collecting antenna for electronic energy, with the defect centers serving as storage sites. The clay properties produced by isomorphic substitution appear to be intimately associated with all of the life-mimetic chemical processes that have been attributed to clays.(ABSTRACT TRUNCATED AT 400 WORDS)

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