Details
| Original language | English |
|---|---|
| Pages (from-to) | 3541-3549 |
| Number of pages | 9 |
| Journal | Journal of Organometallic Chemistry |
| Volume | 689 |
| Issue number | 22 |
| Publication status | Published - 1 Nov 2004 |
Abstract
Some triferrocenylmethane derivatives were prepared by reaction of triferrocenylmethanol (5) with triphenylcarbenium tetrafluoroborate followed by a nucleophile. Crystal structure analyses of triferrocenylmethane (7) and of 1,1,1-triferrocenyl-2,2-dimethylpropane (11) show that the conformation adopted by the triferrocenylmethyl group differs significantly with the steric bulk of the substituent at the central carbon atom. Treatment of 1,1′-bis(tributylstannyl) ferrocene (13) with 1 equiv. of butyllithium followed by chloroethylformiate affords complexes with one (14), two (15) or three ferrocenyl units (16) depending on the amount of chloroethylformiate used. Compound 16 is the first triferrocenylmethane derivative with substituents at the opposite cyclopentadienyl ring. Threefold lithiation of this compound is shown to work using butyllithium followed by dimethylformamide.
Keywords
- Crystal structure analysis, Ferrocene, Lithiation, Triferrocenylmethane
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
- Chemistry(all)
- Inorganic Chemistry
- Materials Science(all)
- Materials Chemistry
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In: Journal of Organometallic Chemistry, Vol. 689, No. 22, 01.11.2004, p. 3541-3549.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis and structures of some di- and triferrocenylmethane derivatives
AU - Garabatos-Perera, Jose Ramon
AU - Wartchow, Rudolf
AU - Butenschön, Holger
N1 - Funding information: We thank Octel Deutschland GmbH, Herne (Germany) and the Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr (Germany) for donations of ferrocene. This work was kindly supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, and the joint research initiative “Biologisch aktive Naturstoffe – Synthetische Diversität”.
PY - 2004/11/1
Y1 - 2004/11/1
N2 - Some triferrocenylmethane derivatives were prepared by reaction of triferrocenylmethanol (5) with triphenylcarbenium tetrafluoroborate followed by a nucleophile. Crystal structure analyses of triferrocenylmethane (7) and of 1,1,1-triferrocenyl-2,2-dimethylpropane (11) show that the conformation adopted by the triferrocenylmethyl group differs significantly with the steric bulk of the substituent at the central carbon atom. Treatment of 1,1′-bis(tributylstannyl) ferrocene (13) with 1 equiv. of butyllithium followed by chloroethylformiate affords complexes with one (14), two (15) or three ferrocenyl units (16) depending on the amount of chloroethylformiate used. Compound 16 is the first triferrocenylmethane derivative with substituents at the opposite cyclopentadienyl ring. Threefold lithiation of this compound is shown to work using butyllithium followed by dimethylformamide.
AB - Some triferrocenylmethane derivatives were prepared by reaction of triferrocenylmethanol (5) with triphenylcarbenium tetrafluoroborate followed by a nucleophile. Crystal structure analyses of triferrocenylmethane (7) and of 1,1,1-triferrocenyl-2,2-dimethylpropane (11) show that the conformation adopted by the triferrocenylmethyl group differs significantly with the steric bulk of the substituent at the central carbon atom. Treatment of 1,1′-bis(tributylstannyl) ferrocene (13) with 1 equiv. of butyllithium followed by chloroethylformiate affords complexes with one (14), two (15) or three ferrocenyl units (16) depending on the amount of chloroethylformiate used. Compound 16 is the first triferrocenylmethane derivative with substituents at the opposite cyclopentadienyl ring. Threefold lithiation of this compound is shown to work using butyllithium followed by dimethylformamide.
KW - Crystal structure analysis
KW - Ferrocene
KW - Lithiation
KW - Triferrocenylmethane
UR - http://www.scopus.com/inward/record.url?scp=5044252141&partnerID=8YFLogxK
U2 - 10.1016/j.jorganchem.2004.07.059
DO - 10.1016/j.jorganchem.2004.07.059
M3 - Article
AN - SCOPUS:5044252141
VL - 689
SP - 3541
EP - 3549
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
SN - 0022-328X
IS - 22
ER -