ISSN:
0947-3440
Keywords:
3,5-Diaryl-1,2-dithiolium salts
;
3,5-Diaryl-1,2,4-dithiazolium salts
;
Metal cyclopentadienides
;
3,7-Dithiatricyclo[4.4.0.02,8]deca-4,9-diene
;
3,5-Dithiatricyclo[4.2.2.02,6]deca-7,9-diene
;
3,7-Dithia-5-azatricyclo[4.4.0.02,8]deca-4,9-diene
;
Diels-Alder reactions
;
Nitrogen heterocycles
;
Sulfur heterocycles
;
Polycycles
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of the 3,5-diaryl-1,2-dithiolium salts 2 with the metal cyclopentadienides 4 and 9 leads to the formation of the tricyclic compounds 6 and 10 via a ring-opened intermediate, which undergoes an intramolecular Diels-Alder cyclization. Compounds 6 and 10 rearrange by treatment with boron trifluoride-diethyl ether to the isomeric compounds 7 and 11. The structures 6f and 7f were confirmed by X-ray analysis. Condensation of the 3,5-diaryl-1,2,4-dithiazolium salts 3 with the metal cyclopentadienides 4 affords the tricyclic compounds 12, which do not rearrange by Lewis acid catalysis.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970133
