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Configurations and conformations of some methyl-substituted 2,4-dioxabicyclo[3.3.1]nonanes

✍ Scribed by Jorma Mattinen; Kalevi Pihlaja; Jószef Czombos; Mihály Bartók

Publisher
John Wiley and Sons
Year
1988
Tongue
English
Weight
245 KB
Volume
26
Category
Article
ISSN
0749-1581

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✦ Synopsis

Three dimethyl-and one trimethyl-2.4dioxabicyclo[3.3.1 Inonanes were prepared and their configurations and conformations were determined by means of multinuclear high-field NMR spectroscopy. Even at 400 MHz the proton spectra were so degenerate that several 2D experiments and, also, deuterium NMR had to be used to make the spectral analysis possible. ''C and "0 N M R spectra are also reported. The infor-mation obtained shows that two of the dimethyl derivatives are in boat-chair conformations with 3a9syn and 3a6a configurations, whereas the third dimethyl and the trimethyl derivative exist in chair-chair conformations with 389syn and 3 m y n 9 a n t i configurations.

📜 SIMILAR VOLUMES

Boat-chair conformation of 2,4-dioxabicy
Boat-chair conformation of 2,4-dioxabicyclo[3.3.1]nonane
✍ J.A. Peters; W.M.M.J. Bovée; P.E.J.Peters-van Cranenburgh; H. van Bekkum 📂 Article 📅 1979 🏛 Elsevier Science 🌐 French ⚖ 224 KB

The conformation of 2,4-dioxabicyclo[3.3.l]nonane was investigated with the use of lH NMR spectroscopy. From the coupling constants, the Nuclear Overhauser Effects and the T1-relaxation times it was concluded that this compound occurs predominantly in the bc conformation.

Conformational energies and geometries o
Conformational energies and geometries of some oxa- and dioxabicyclo[3.3.1]nonanes from molecular mechanics
✍ P. E. J. Peters van Cranenburgh; J. A. Peters; J. M. A. Baas; B. van de Graaf; G 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 396 KB

## Abstract Empirical force field calculations have been performed on 2‐oxabicyclo[3.3.1]nonane, 3‐oxabicyclo[3.3.1]nonane and on 2,4‐dioxabicyclo[3.3.1]nonane and some of its methyl substituted derivatives. In 2‐oxabicyclo[3.3.1]nonane the cc and **bc** conformers are about equally strained. The c