期刊
ORGANOMETALLICS
卷 30, 期 3, 页码 584-594出版社
AMER CHEMICAL SOC
DOI: 10.1021/om100949k
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资金
- Fonds der Chemischen Industrie
- Deutsche Forschungsgemeinschaft
o-Vinyl/alpha-NRR'-substituted [3]ferrocenophane derivatives (R = R' = Me (8), R = H, R' = Bu-t (11), R = R' = H (13)) were prepared via a Wittig olefination route starting from the corresponding aldehyde. The NMe2 group was further exchanged for Pmes(2) (9). The bulky alpha-substituents (NHBu)-Bu-t and Pmes(2) form frustrated Lewis pairs with B(C6F5)(3) that undergo cooperative intramolecular addition reactions to the adjacent alkene. In the case of 13 stable Lewis pair adduct (14) formation is observed instead. The corresponding alpha-dimesitylphosphino[3]ferrocenophanyl-substituted butadiene (16) and acrolein (23) derivatives were synthesized via multistep synthetic pathways. Upon treatment with B(C6F5)(3), intramolecular 1,4-addition of the frustrated Lewis pairs to the adjacent doubly unsaturated moieties takes place to yield the zwitterionic products 17 and 24, respectively. The complexes 9, 10, 12, 16, 17, 20, 22, and 23 were characterized by X-ray diffraction.
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