Premium
Reactions of 3,5‐Diaryl‐1,2‐dithiolium Salts and 3,5‐Diaryl‐1,2,4‐dithiazolium Salts with Metal Cyclopentadienides
Author(s) -
Hartke Klaus,
Kraska Andreas,
Massa Werner,
Molinier Michel,
Wocadlo Sigrid
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970133
Subject(s) - chemistry , boron trifluoride , lewis acids and bases , intramolecular force , catalysis , metal , ether , medicinal chemistry , tricyclic , ring (chemistry) , condensation , polymer chemistry , boron , organic chemistry , physics , thermodynamics
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.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom