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Dihydropentalene und 6‐Vinylfulvene aus cyclopentadienylcyclopropenen. Notiz zur Umsetzung von 1,2,3‐Tris[( tert ‐butyl)thio]cyclopropenylium‐tetrafluoroborat mit cyclopentadienid
Author(s) -
Gugisberg Dominik,
Bigler Peter,
Neuensehwander Markus,
Engel Peter
Publication year - 1989
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19890720712
Subject(s) - chemistry , thio , tris , tetrafluoroborate , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , ionic liquid , biochemistry
Dihydropentalenes and 6‐Vinylfulvenes from Cyclopentadienyl‐cyctopropenes. Reaction of 1,2,3‐Tris[( tert ‐butyl)thio]cyclopropenylium Tetrafluoroborate with Cyclopentadienide . Reaction of 1,2,3‐tris[( tert ‐butyl)thio]cyclopropenylium tetrafluoroborate ( 6a ) with sodium Cyclopentadienide gives, besides of 7,8‐bis{( tert ‐buty)thio calicene ( 7a ), rearranged products 7,8,8‐tris[( tert ‐butyl)thio]‐6‐vinylpentafulvene ( 9a ) and 4,5.6‐tris[( tert ‐butyl}thio]‐1,2‐dihydropentalene ( 10a )) in varying amounts depending on reaction conditions. Vinyl‐carbenes 12 and 13 are supposed to be possible intermediates.