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- Title
Synthese und <sup>1</sup>H-NMR-Analyse von Triafulvalen-Vorstufen.
- Authors
Huwyler, Rolf; Li, Xiaoming; Bönzli, Peter; Neuenschwander, Markus
- Abstract
Synthesis and 1 H-NMR Analysis of Triafulvalene Precursors. An attractive concept for the synthesis of triafulvalene ( 1) by retro-Diels-Alder reaction ( RDA reaction) of precursors 4 and 5 is presented. Both precursors are available in two steps by dibromocarbene addition to dibenzobarrelene ( 8→ 9) and barrelene ( 10→ 11), followed by CuCl2-induced formal `carbene dimerization' ( 9→ 4 and 11→ 5, respectively). Thermal-fragmentation experiments of triafulvalene precursor 4 were unsuccessful, mainly due to the very low volatility of 4. Spectral parameters of the complex 1H-NMR spectrum of 3,3′-bi(tricyclo[3,2,2,02,4]nona-6,8-dienylidene) ( 5) have been determined by analysis of subspectra generated by selective H,H-decoupling experiments followed by iteration/simulation sequences.
- Publication
Helvetica Chimica Acta, 1999, Vol 82, Issue 8, p1242
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/(SICI)1522-2675(19990804)82:8<1242::AID-HLCA1242>3.0.CO;2-8