Photolysis of 2-phenylethyl and 4-phenyl-1-butyl halides in alcoholic solvents

Bhalerao, Vaibhav; Nanjundiah, B. S.; Sonawane, H. R.; Nair, P. Madhavan

doi:10.1016/s0040-4020(01)87368-3

Cited by 10 publications

(2 citation statements)

References 23 publications

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“…Although in favourable cases it has been possible to recognize these steps directly from the products obtained, in other cases the results are ambiguous and have been interpreted both as ionic and radical steps by different groups of researchers 9. Results show that, in general, these steps compete and that the individual reactions that occur through ionic and radical pathways depend on the nature of the substrate and the solvent used 7.…”

Section: Introductionmentioning

confidence: 99%

The photoinduced reaction of 2‐iodothiophene in solutions of n‐heptane, dichloromethane and methanol

Herrera

Nieto

Olleta

et al. 2010

J of Physical Organic Chem

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The photoinduced reaction of 2‐iodothiophene in n‐heptane, dichloromethane and methanol was studied at room temperature from experiments carried out with degassed solutions. The photoproducts of the reaction were mainly thiophene and small amounts of iodine in all three solvents used. The concentration of 2‐iodothiophene decreases throughout photolysis, following a first‐order rate law and the pseudo‐first‐order rate constants were determined in the three solvents used. The photochemistry of the system was quantified determining the quantum yields of 2‐iodothiophene consumption and thiophene formation in n‐heptane solutions. The results show that under the experimental conditions of this research, products deriving only from the reaction of the thienyl radical were observed. To support the experimental results, calculations were performed of the ionization potential of the thienyl radical, electron affinity of the iodine atom and free energy of solvation of the corresponding iodide and carbocation in the different solvents used. Copyright © 2010 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 99%

The photoinduced reaction of 2‐iodothiophene in solutions of n‐heptane, dichloromethane and methanol

Herrera

Nieto

Olleta

et al. 2010

J of Physical Organic Chem

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“…As an extension of earlier work on arylmethyl ester (ArCH 2 −O 2 CR) photochemistry, we have begun to examine arylethyl compounds with leaving groups (ArCH 2 CH 2 -LG) in the hope of obtaining a better understanding of β-cleavage reactions, a few of which have been observed previously. − To our surprise, the esters, 1 , reacted more efficiently than expected 12,13 on irradiation at 254 nm in methanol to give as the major 14 volatile (GC) products 15 those shown in Scheme along with 4-cyanobenzoic acid. The yields, Table , indicate that at low conversions the styrenes, 2a − c , are the major photoproduct and that the mass balance is good.…”

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confidence: 98%