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| Verfasst von: | Braunweiler, Christoph [VerfasserIn]  |
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| | Bethke, Sabine [VerfasserIn] |
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| | Rominger, Frank [VerfasserIn] |
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| | Gleiter, Rolf [VerfasserIn] |
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| Titel: | Synthesis and properties of 7,7,12,12-tetramethyl-1,4-dioxacyclotetradecane-8,9,10,11-tetrone |
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| Gefeierte Person: | Tochtermann, Werner [GefeierteR] |
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| Verf.angabe: | Christoph Braunweiler, Sabine Bethke, Frank Rominger, and Rolf Gleiter |
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| E-Jahr: | 1999 |
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| Jahr: | 12 May 1999 |
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| Umfang: | 8 S. |
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| Teil: | year:1999 |
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| | number:6 |
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| | pages:1303-1310 |
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| | extent:8 |
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| Fussnoten: | Dedicated to Professor Werner Tochtermann on the occasion of his 65th birthday ; Gesehen am 22.10.2020 |
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| Titel Quelle: | Enthalten in: European journal of organic chemistry |
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| Ort Quelle: | Weinheim : Wiley-VCH Verl., 1998 |
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| Jahr Quelle: | 1999 |
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| Band/Heft Quelle: | (1999), 6, Seite 1303-1310 |
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| ISSN Quelle: | 1099-0690 |
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| Abstract: | The fourteen-membered ring of 7,7,12,12-tetramethyl-1,4-dioxacyclotetradecane-8,9,10,11-tetrone (4) was built up from 1,2-bis(2?-chloroethoxy)ethane, two units derived from isobutyric acid and acetylene. Key intermediates were 2,2,11,11-tetramethyl-5,8-dioxadodecane-1,12-diol (8), 7,7,12,12-tetramethyl-1,4-dioxa-9-cyclotetradecyne-2,8-diolprotected by one tetrahydropyran group (15), and 8,11-dihydroxy-7,7,12,12-tetramethyl-1,4-dioxacyclotetradecane-9,10-dione (18). X-ray investigation on single crystals of the (R,S) isomer 18a revealed a transannular interaction between the dioxaethane bridge and the dicarbonyl moiety. Calculations (HF/6-31G*) on 4 predict relatively short distances between the oxygen atoms of the dioxyethane bridge and the (CO)4 part. Investigations by means of cyclic voltammetry, PE and UV/Vis spectroscopy on 4 reveal an interaction between the dioxaethane bridge and the (CO)4 group. |
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| DOI: | doi:10.1002/(SICI)1099-0690(199906)1999:6<1303::AID-EJOC1303>3.0.CO;2-M |
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| URL: | Bitte beachten Sie: Dies ist ein Bibliographieeintrag. Ein Volltextzugriff für Mitglieder der Universität besteht hier nur, falls für die entsprechende Zeitschrift/den entsprechenden Sammelband ein Abonnement besteht oder es sich um einen OpenAccess-Titel handelt.
Volltext ; Verlag: https://doi.org/10.1002/(SICI)1099-0690(199906)1999:6<1303::AID-EJOC1303>3.0.CO;2-M |
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| | Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/%28SICI%291099-0690%28199906%291999%3A6%3C1303%3A%3AAID-EJO ... |
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| | DOI: https://doi.org/10.1002/(SICI)1099-0690(199906)1999:6<1303::AID-EJOC1303>3.0.CO;2-M |
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| Datenträger: | Online-Ressource |
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| Dokumenttyp: | Festschrift |
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| Sprache: | eng |
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| Sach-SW: | Alkynes |
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| | Cyclic voltammetry |
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| | Ketones |
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| | Photoelectron spectroscopy |
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| K10plus-PPN: | 1736622102 |
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| Verknüpfungen: | → Zeitschrift |
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Synthesis and properties of 7,7,12,12-tetramethyl-1,4-dioxacyclotetradecane-8,9,10,11-tetrone / Braunweiler, Christoph [VerfasserIn]; 12 May 1999 (Online-Ressource)
