En route to tetra-t-butylethylene
1986; Elsevier BV; Volume: 42; Issue: 6 Linguagem: Inglês
10.1016/s0040-4020(01)87586-4
ISSN1464-5416
AutoresAdolf Krebs, Bernd Kaletta, Wolf‐Ulrich Nickel, Wolfgang Rüger, Liane Tikwe,
Tópico(s)Various Chemistry Research Topics
ResumoTriene 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 CC bond is twisted by 28.6°. Attempts to prepare 1 from 27 failed, thus far. Addition of t-butyllithium 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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