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Insights into the Molecular Structure and Reactivity of α,ω‐Dialkoxy‐Substituted Ethyne and Butadiyne
Author(s) -
Gleiter Rolf,
Werz Daniel B.,
Rominger Frank,
Zhutov Evgeny,
Zefirov Nikolay S.,
Proskurnina Marina V.
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700617
Subject(s) - chemistry , cyclobutadiene , cyclopentadienyl complex , reactivity (psychology) , electrophile , medicinal chemistry , ring (chemistry) , cobalt , stereochemistry , diacetylene , molecule , organic chemistry , catalysis , medicine , alternative medicine , pathology , polymer , polymerization
The molecular structure derived by X‐ray crystallography and the He(I) photoelectron spectrum of bis( tert ‐butoxy)butadiyne ( 4a ) are reported. Bis( tert ‐butoxy)ethyne ( 3a ) and 4a were treated with highly electrophilic [η 2 ‐bis( tert ‐butylsulfonyl)ethyne](carbonyl)(η 5 ‐cyclopentadienyl)cobalt ( 10 ). In both cases a CpCo‐stabilized cyclobutadiene ring resulted substituted by two tert ‐butylsulfonyl groups and either two tert ‐butoxy groups (→ 11 ) or one tert ‐butoxy group and one tert ‐butoxyethynyl group (→ 12 ). The structural data of 11 and of (η 4 ‐tetrakis( tert ‐butoxy)cyclopentadienone)(cyclopentadienyl)cobalt ( 15 ) are reported and compared with related species. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)