The Reaction of Arenediazonium Ions with Cycloheptatriene (cht) and with 4-cht)>: Azo-coupling versus Hydrazone Formation

DOI: 10.1039/DT9830001465

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 1465 - 1468 (1983)

Update date:2022-08-03

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Authors:

Connelly, Neil G.

Lucy, Andrew R.

Sheridan, John B.

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Article abstract of DOI:10.1039/DT9830001465

The complex 4-cht)> (cht= cycloheptatriene) and give 5-C7H8N2C6H4NO2-p>> (1) which is deprotonated on alumina to give syn- and anti-isomers of the hydrazone complex 4-C7H6NN(H)C6H4NO2-p>> (2); the C7H6NN(H)C6H4NO2-p is detached from the metal on reaction with N(O)Me3*2H2O.By contrast, free cycloheptatriene and in water yield 4-hydroxy-5-p-nitrophenylazobicyclo<4.1.0>hept-2-ene.

Full text of DOI:10.1039/DT9830001465

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