1. Rearrangements of 2-Furfurylidenes − Synthesis of Acylsilanes and Acylstannanes
- Author
-
Christian Röser, Reinhard Albers, and Wolfram Sander
- Subjects
chemistry.chemical_compound ,Argon ,chemistry ,Trimethylsilyl ,Organic Chemistry ,Photodissociation ,Matrix isolation ,chemistry.chemical_element ,Infrared spectroscopy ,Diazo ,Physical and Theoretical Chemistry ,Photochemistry ,Sodium salt - Abstract
The 2-furfuryldiazomethanes 3c and 3d, with trimethylsilyl and trimethylstannyl groups, respectively, in the 5-position, were generated from the sodium salts of the corresponding tosylhydrazones and matrix-isolated in argon at 10 K. Photolysis of the diazo compounds 3 resulted in the formation of the highly unsaturated acylsilanes and acylstannanes 2 in clean reactions. Comparison of the experimentally obtained IR spectra with those obtained from DFT calculations revealed that compounds 2 were formed in their thermodynamically less favorable (Z) conformations.
- Published
- 2001