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Di-, Tri-, and Tetranuclear Cyclobutenylidene Complexes

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1998

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Leroux, Frédéric
Stumpf, Rüdiger
Fischer, Helmut

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European Journal of Inorganic Chemistry. 1998, 1998(9), pp. 1225-1234. ISSN 1434-1948. eISSN 1099-0682. Available under: doi: 10.1002/(SICI)1099-0682(199809)1998:9<1225::AID-EJIC1225>3.0.CO;2-B

Zusammenfassung

Pentacarbonyl(dimethylvinylidene)chromium, [(CO)5Cr=C=CMe2] (1), reacts with the butadiynyl complexes [Cp(CO)2FeC≡CC≡CR] [2; R = SiMe3 (a), nBu (b), Ph (c)] and [Cp(CO)(PPh3)FeC≡CC≡CSiMe3] (3a) by regiospecific cycloaddition of the Cα≡Cβ bond of the butadiynyl complexes to the C=C bond of 1 to form the 1,3-heterobinuclear cyclobutenylidene complexes 4a–c and 5a with an alkynyl substituent at C-2 of the bridging ring. Desilylation of the 2-C≡CSiMe3 substituent in 4a and 5a with tetrabutylammonium fluoride affords the 2-C≡CH-substituted complexes 6 and 7. Complex 4a reacts with HNMe2 and HN(CH2)5 by substitution of NR2 for the 3-Fe(CO)2Cp fragment to form the corresponding 3-aminocyclobutenylidene complexes 10 and 11. Sequential reactions of 4a with [nBu4N]F and nBu3SnNEt2 give the trinuclear 2-C≡CSnnBu3-substituted complex 12. Coupling of 12 with C6H4I2-p yields the 2-C≡CC6H4I-p-substituted complex 13. Coupling of 7 with C6H4I2-p yields a mixture of the mono-coupling product 14 and the tetranuclear C≡C–C6H4–C≡C-bridged bis(cyclobutenylidene) complex 15. Coupling of 7 with trans-[(Et3P)2MCl2] in the presence of CuI/[Pd(PPh3)4] gives the trinuclear 2-C≡C–M(PEt3)2X-substituted complexes 16 (M = Pd, × = I) and 17 (M = Pt, × = Cl). The spectroscopic data as well as the results of the X-ray-structural analysis of 5a indicate strong electronic communication between the metal centers. In the solid state, 5a exhibits a “butterfly” conformation.

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ISO 690LEROUX, Frédéric, Rüdiger STUMPF, Helmut FISCHER, 1998. Di-, Tri-, and Tetranuclear Cyclobutenylidene Complexes. In: European Journal of Inorganic Chemistry. 1998, 1998(9), pp. 1225-1234. ISSN 1434-1948. eISSN 1099-0682. Available under: doi: 10.1002/(SICI)1099-0682(199809)1998:9<1225::AID-EJIC1225>3.0.CO;2-B
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@article{Leroux1998Tetra-23045,
  year={1998},
  doi={10.1002/(SICI)1099-0682(199809)1998:9<1225::AID-EJIC1225>3.0.CO;2-B},
  title={Di-, Tri-, and Tetranuclear Cyclobutenylidene Complexes},
  number={9},
  volume={1998},
  issn={1434-1948},
  journal={European Journal of Inorganic Chemistry},
  pages={1225--1234},
  author={Leroux, Frédéric and Stumpf, Rüdiger and Fischer, Helmut}
}
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    <dcterms:abstract xml:lang="eng">Pentacarbonyl(dimethylvinylidene)chromium, [(CO)5Cr=C=CMe2] (1), reacts with the butadiynyl complexes [Cp(CO)2FeC≡CC≡CR] [2; R = SiMe3 (a), nBu (b), Ph (c)] and [Cp(CO)(PPh3)FeC≡CC≡CSiMe3] (3a) by regiospecific cycloaddition of the Cα≡Cβ bond of the butadiynyl complexes to the C=C bond of 1 to form the 1,3-heterobinuclear cyclobutenylidene complexes 4a–c and 5a with an alkynyl substituent at C-2 of the bridging ring. Desilylation of the 2-C≡CSiMe3 substituent in 4a and 5a with tetrabutylammonium fluoride affords the 2-C≡CH-substituted complexes 6 and 7. Complex 4a reacts with HNMe2 and HN(CH2)5 by substitution of NR2 for the 3-Fe(CO)2Cp fragment to form the corresponding 3-aminocyclobutenylidene complexes 10 and 11. Sequential reactions of 4a with [nBu4N]F and nBu3SnNEt2 give the trinuclear 2-C≡CSnnBu3-substituted complex 12. Coupling of 12 with C6H4I2-p yields the 2-C≡CC6H4I-p-substituted complex 13. Coupling of 7 with C6H4I2-p yields a mixture of the mono-coupling product 14 and the tetranuclear C≡C–C6H4–C≡C-bridged bis(cyclobutenylidene) complex 15. Coupling of 7 with trans-[(Et3P)2MCl2] in the presence of CuI/[Pd(PPh3)4] gives the trinuclear 2-C≡C–M(PEt3)2X-substituted complexes 16 (M = Pd, × = I) and 17 (M = Pt, × = Cl). The spectroscopic data as well as the results of the X-ray-structural analysis of 5a indicate strong electronic communication between the metal centers. In the solid state, 5a exhibits a “butterfly” conformation.</dcterms:abstract>
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