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Type of Publication: | Journal article |
Author: | Abd-Elzaher, Mokhles M.; Fischer, Helmut |
Year of publication: | 1999 |
Published in: | Journal of Organometallic Chemistry ; 588 (1999), 2. - pp. 235-241. - ISSN 0022-328X. - eISSN 1872-8561 |
DOI (citable link): | https://dx.doi.org/10.1016/S0022-328X(99)00381-2 |
Summary: |
Photolysis of [M(CO)6] in CH2Cl2 gives [(CO)5M(CH2Cl2)]. Substitution of phenylacetylene for CH2Cl2 produces the thermolabile phenylacetylene complexes [(CO)5M(HCCPh)] [M=Cr (1), Mo (2), W (3)]. Addition of N-alkyl benzylideneimines, RNC(Ph)H, to solutions of 1–3 affords the 2-azetidin-1-ylidene complexes [(CO)5MView the MathML source(Ph)H] [M=Cr, Mo, W; R=Et, i-Pr]. The reaction presumably proceeds by cycloaddition of the imines to the CC bond of vinylidene complexes resulting from tautomerization of the alkyne complexes. The cycloaddition is highly stereoselective. Predominantly, the syn isomer is obtained (syn/anti≥9). The reaction of 3 with dialkylcarbodimides, RNCNR (R=c-Hex, i-Pr), yields 3-imino-2-azetidin-1-ylidene complexes, [(CO)5WView the MathML source(Ph)H]. By oxidative cleavage of the CrC bond in [(CO)5CrView the MathML source(Ph)H] the corresponding β-lactams are obtained in high yields.
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Subject (DDC): | 540 Chemistry |
Keywords: | Azetidinylidene complexes, Oxidative decomplexation, β-lactams |
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ABD-ELZAHER, Mokhles M., Helmut FISCHER, 1999. Synthesis of azetidinylidene complexes from [(CO)5M(CH2Cl2)], phenylacetylene and imines and oxidative decomplexation to give β-lactams. In: Journal of Organometallic Chemistry. 588(2), pp. 235-241. ISSN 0022-328X. eISSN 1872-8561. Available under: doi: 10.1016/S0022-328X(99)00381-2
@article{AbdElzaher1999Synth-23036, title={Synthesis of azetidinylidene complexes from [(CO)5M(CH2Cl2)], phenylacetylene and imines and oxidative decomplexation to give β-lactams}, year={1999}, doi={10.1016/S0022-328X(99)00381-2}, number={2}, volume={588}, issn={0022-328X}, journal={Journal of Organometallic Chemistry}, pages={235--241}, author={Abd-Elzaher, Mokhles M. and Fischer, Helmut} }
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