Tetrahedron p. 1693 - 1702 (1986)
Update date:2022-08-11
Topics:
Krebs, Adolf
Kaletta, Bernd
Nickel, Wolf-Ulrich
Rueger, Wolfgang
Tikwe, Liane
Triene 22 was synthesized and converted by two different routes to the tetraaldehyde 27, the first "non-bridged" derivative of 1.An X-ray analysis of 27 reveals that the C=C bond is twisted by 28.6 deg.Attempts to prepare 1 from 27 failed, thus far.Addition of t-buthyllithium to 13, subsequent reaction with ethylene oxide and further reactions led to the highly strained tri-t-butylethylethylene 33; according to force field calculations 33 has the largest fragmentation strain of all synthesized hydrocarbons of this type.
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