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Syntheses, Structures, and Reactions of Highly Strained Dihydro‐ and Tetrahydroacepentalene Derivatives
Author(s) -
Haag Rainer,
Schüngel FranzManfred,
Ohlhorst Björk,
Lendvai Thomas,
Butenschön Holger,
Clark Timothy,
Noltemeyer Mathias,
Haumann Thomas,
Boese Roland,
de Meijere Armin
Publication year - 1998
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19980710)4:7<1192::aid-chem1192>3.0.co;2-g
Subject(s) - electrophile , protonation , chemistry , molecule , reactive intermediate , computational chemistry , combinatorial chemistry , organic chemistry , catalysis , ion
The highly strained 4,7‐disubstituted dihydroacepentalene derivatives 1 , which are obtained in good yields from the stable acepentalenediide 2 with bulky electrophiles, are structurally interesting molecules in their own right. Some of them may even serve as precursors to the intriguing and long elusive acepentalene. The protonation of 2 leads to the highly reactive 4,7‐dihydroacepentalene 3 , which undergoes rapid Diels–Alder reactions.