Changing the reactivity of enediynes by metal-ion coordination

Koenig, Burkhard (2000) Changing the reactivity of enediynes by metal-ion coordination. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (3). pp. 381-385. ISSN 1434-193X

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Abstract

The complex molecular structure and interesting activation mechanisms of naturally occurring enediynes have inspired the synthesis of a variety of simpler model systems to mimic their properties. While in most model compounds nucleophilic attack, isomerization or bioreduction are used to activate the unsaturated system for diradical cyclization, some attempts have been made to employ metal-ion coordination for this purpose. Significant enhancement of the thermal reactivity has been achieved by metal-ion induced conformational and electronic changes of suitably substituted enediynes, such as 1, 5, 6, 17 and 18. Enediyne activation by stoichiometric or catalytic formation of vinylidene complexes, such as 22, from terminal alkynes has also been investigated. This paper summarizes recent results pursuing the activation of enediyne diradical cyclization by metal ions.

Item Type: Article
Uncontrolled Keywords: BERGMAN CYCLIZATION; CYCLOAROMATIZATION; REARRANGEMENT; MACROCYCLES; CATIONS; DESIGN; eneynes; macrocycles; coordination chemistry; crown compounds; radicals
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 01 Jun 2022 06:14
Last Modified: 01 Jun 2022 06:14
URI: https://pred.uni-regensburg.de/id/eprint/42846

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