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Unambiguous detection of 2,4,6-cycloheptatrien-1-ol by NMR spectroscopy and trapping with phenyltriazolinedione by Mitsunori Oda; Kazuya Okawa; Hitoshi Tsuri; Shigeyasu Kuroda is a Chemistry article available to read on EtoBox.

What is Unambiguous detection of 2,4,6-cycloheptatrien-1-ol by NMR spectroscopy and trapping with phenyltriazolinedione about?

For the first time, the title alcohol 3 was unambiguously detected as a transient intermediate leading to ditropylether (6) in a cation -anion reaction between the tropylium ion (5) and hydroxide ion in an aqueous solution by NMR spectroscopy. It was also found that 6 gives 3 as a transient product in acid-catalyzed disproportionation of 6 into a mixture of tropone (4) and 1,3,5-cycloheptatriene (7) in chloroform containing water. Furthermore the existence of 3 in the latter reaction was confirmed by trapping with 4-phenyl-1,2,4-triazoline-3,5-dione to afford the [4þ2]cycloadduct of the norcaradiene form of 3.

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Author

Mitsunori Oda; Kazuya Okawa; Hitoshi Tsuri; Shigeyasu Kuroda

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2003

Language

EN

Field

Chemistry (Physical Sciences)