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Short Note

rac-2-(2′-Ferrocenyl-2′-hydroxy-n-propyl)-1,3-benzothiazole

Department of Chemistry & Biology, Toronto Metropolitan University, 350 Victoria Street, Toronto, ON M4B 2K3, Canada
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Author to whom correspondence should be addressed.
Molbank 2024, 2024(4), M1893; https://doi.org/10.3390/M1893
Submission received: 28 August 2024 / Revised: 25 September 2024 / Accepted: 27 September 2024 / Published: 30 September 2024
(This article belongs to the Section Organic Synthesis)

Abstract

The synthesis and characterisation (UV-Vis, IR, HRESI-MS, 1H and 13C NMR spectroscopies, electrochemistry) is reported of the novel title material (1: alternatively named rac-1-(2′-benzothiazolyl)-2-ferrocenyl-2-propanol): a rare example of a ferrocenyl-benzothiazole hybrid species. Compound 1 is produced by the low temperature reaction of acetylferrocene (3) with a solution of the methyl anion derived via the deprotonation of 2-methyl-1,3-benzothiazole. The yield of 1 is moderate (34%) after purification and is an air and thermally stable solid under ambient conditions. Attempts to sublime 1, however, result in decomposition with one of the products being identified (NMR) as 3. The spectroscopic features of 1 are presented. Attempts to obtain suitable crystalline material of 1 for a single crystal X-ray diffraction study were unfortunately unsuccessful. Compound 1 also does not form stable coordination complexes with various metal salts (e.g., Ni [2+], Co[2+], etc.) under the conditions tested.
Keywords: benzothiazole; ferrocene; propyl alcohol benzothiazole; ferrocene; propyl alcohol

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MDPI and ACS Style

Zhen, M.G.; May, K.L.; Gossage, R.A. rac-2-(2′-Ferrocenyl-2′-hydroxy-n-propyl)-1,3-benzothiazole. Molbank 2024, 2024, M1893. https://doi.org/10.3390/M1893

AMA Style

Zhen MG, May KL, Gossage RA. rac-2-(2′-Ferrocenyl-2′-hydroxy-n-propyl)-1,3-benzothiazole. Molbank. 2024; 2024(4):M1893. https://doi.org/10.3390/M1893

Chicago/Turabian Style

Zhen, Martin G., Kathleen L. May, and Robert A. Gossage. 2024. "rac-2-(2′-Ferrocenyl-2′-hydroxy-n-propyl)-1,3-benzothiazole" Molbank 2024, no. 4: M1893. https://doi.org/10.3390/M1893

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