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Chemische Verschiebungen bei 17O-NMR. und Hydratations geschwindigkeiten von cyclischen Ketonen mit transannularer Wechselwirkung

✍ Scribed by H. Dahn; H.-P. Schlunke; J. Temler


Book ID
102855295
Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
642 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

In 8‐ and 9‐membered cyclic ketones, transannular interactions of an EtN group or an O atom shift considerably the ^17^O signal of the carbonyl group to higher fields; S appears to have no such effect. The same ketones show markedly diminished speeds of water addition, compared to simple ketones; this reaction was followed by measuring the rate of oxygen exchange between ^17^O‐labelled ketones and (unenriched) water. Transannular interaction inhibits completely in N‐ethyl‐azacyclodecane‐6‐one the exchange reaction, including labelling attemps.