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Transition‐Metal‐Induced Generation of C 2 H 4 from 1,7‐Octadiene: Regiospecific Activation of Internal CC Bonds instead of Metathesis‐like Coupling of Terminal CH 2 Groups
Author(s) -
Steinrück Norbert,
Dange Oliver,
Stöckigt Detlef,
Schwarz Helmut
Publication year - 1990
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199004021
Subject(s) - deuterium , methylene , metathesis , ethylene , coupling (piping) , transition metal , chemistry , terminal (telecommunication) , metal , stereochemistry , photochemistry , computational chemistry , materials science , medicinal chemistry , catalysis , organic chemistry , physics , nuclear physics , metallurgy , polymerization , polymer , telecommunications , computer science
Ethylene release occurs to the extent of at least 90% from the two internal methylene groups (C(4), C(5))of 1,7‐octadiene 1 when the diene is subjected to mass spectrometric investigation in the form of its 1 ‐Fe ⊕ complex. This conclusion follows from experiments with partially deuterated samples of 1 (also labeled with 13 C). Equation (a) provides a plausible mechanistic interpretation.