- Cerium(IV) induced oxidative coupling of simple phenols in the presence and absence of hydrogen peroxide: A comparative study of product distribution
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The reaction of cerium(IV) ammonium nitrate with simple phenols (2-, 3- and 4-methylphenols) has been examined in the presence and absence of hydrogen peroxide.It has been observed that though the oxophilicity of cerium(IV) can be controlled by addition of hydrogen peroxide in the reaction medium, there is also a difference in the nature of products formed.The reaction can be used to obtain new terphenyls (3a, 3b and 3e), biphenyls (2a, and 2e), 2-hydroxy-1,9-dimethyl-7-nitro-dibenzyl-p-dioxin (4) and 3,7-dimethyl-1,9-dinitrodibenzofuran (5) in acceptable net yields.
- Chakrabarty, Kakoli,Chawla, H. Mohindra,Suresh, Valiya Veettil
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p. 266 - 274
(2007/10/02)
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- Reaction of cerium(IV) ammonium nitrate with simple phenols in a silica gel matrix
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The oxophilicity of cerium(IV) ammonium nitrate is moderated by the addition of hydrogen peroxide.The reaction with simple phenols becomes regioselective when carried out in a silica gel matrix.The methodology has been employed for the synthesis of new functionalized terphenyls and biphenyls.
- Chakrabarty, K,Chawla, H M,Suresh, V V
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p. 464 - 466
(2007/10/02)
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- CERIUM(IV) INDUCED HYDROXYLATION OF C-ALKYLATED HYDROCARBONS AND PHENOLS
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Hydroxylation of C-alkylated phenols has benn achieved by employing cerium(IV) ammonium nitrate and hydrogen peroxyde in acetic acid medium.The yield of hydroxylation products increases markedly when 3*E-3 M solution of sodium dodecyl sulphate is added to the oxidation system.The plausible mechanism of the reaction seems to involve free radical intermediates and is influenced by hydrophobic environment.The finding are also of significance from the view point of oxidative coupling of phenols.
- Chawla, H. Mohindra,Sharma, S. K.,Chakrabarty, K.,Bhanumati, S.
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p. 1227 - 1234
(2007/10/02)
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- Hydroxylation of Alkylphenols by Cerium(IV) in Conjunction with Peroxide and Sodium Dodecyl Sulphate
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Hydroxylation of alkylphenols has been achieved by oxidation with cerium(IV) ammonium nitrate in conjunction with hydrogen peroxide in sodium dodecyl sulphate medium; concurrent oxidation of alkyl groups and subsequent decarboxylation have also been observed in some cases.
- Chawla, H. Mohindra,Sharma, S. Kumar,Chakrabarty, K.,Bhanumati, S.
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p. 128 - 129
(2007/10/02)
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- Synthesis of Nitrobis- and Nitrotris-cresols Using Cerium (IV) Ammonium Nitrate
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Cerium (IV) ammonium nitrate (CAN) has been conveniently employed for the first time to obtain nitro substituted bis- and tris-cresols which are otherwise obtained via lengthy and difficult routes.This is the first report on one-pot and one-step synthesis of oxidatively coupled cresols.Plausible mechanism for the reaction involved has also been suggested.
- Chaudhuri, Kakoli,Chawla, H. Mohindra
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p. 272 - 273
(2007/10/02)
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