Journal
ORGANIC LETTERS
Volume 24, Issue 33, Pages 6128-6132Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02120
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Funding
- National Nature Science Foundation of China [21702057, 21772036, 22071052, 21602058]
- Science and Technology Planning Project of Hunan Province [2018TP1017, 2017JJ3199]
- Scientific Research Fund of the Hunan Provincial Education Department [21B0085]
- Science and Technology Innovation Program of Hunan Province [2021RC4059]
- Nature Science Foundation of Changsha [kq2202241]
- Opening Fund of the Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education of China)
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In the presence of AlCl3, the reaction between meso-formyl Ni(II) porphyrin 1 and zirconacyclopentadiene 2 yielded four products 3, 4, 5, and 6 with a total yield of over 85%. The structures of these compounds were well-characterized, and the mechanism of their formation was proposed based on isotopic labeling experiments, suggesting the involvement of a Friedel-Crafts-type reaction and beta-H shift.
The reaction of meso-formyl Ni(II) porphyrin 1 with zirconacyclopentadiene 2 in the presence of AlCl3 afforded four products 3, 4, 5, and 6 with a total yield of over 85%. The structures of these compounds are well-characterized by H-1 NMR an d13C NMR spectroscopy, HRMS, and X-ray single-crystal diffraction. The mechanism is proposed mainly on the basis of isotopic labeling experiments, which showed that a Friedel-Crafts-type reaction and beta-H shift may be critical during the formation of 5 and 6.
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