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Main group chemistry of 9-hydroxophenalenone: Syntheses and structural characterization of the alkaline earth and zinc complexes

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Herein, we report the synthesis and characterization of 9-hydroxophenalenone based alkaline earth and zinc complexes. The reaction of 9-hydroxophenalenone (HO,O-PLY (1)) with one equivalent of KN(SiMe3)2 and MI2 in THF yields heteroleptic complexes [(O,O-PLY)M(THF)n]I [M = Mg (2), Ca (3), Sr (4), Ba (5); n = 1–4], while use of two equivalents of KN(SiMe3)2 in THF (with respect to PLY) produces homoleptic complex (O,O-PLY)2Mg(THF)2 (6). Moreover, reaction between two equivalents of 1 with one equivalent of ZnMe2 in THF produces complex (O,O-PLY)2Zn(THF)2 (7). All these complexes were characterized by NMR spectroscopy and elemental analyses. The solid state structures of complexes 2, 6 and 7 were established by single crystal X-ray diffraction analysis.

A number of alkaline earth and zinc metal complexes have been synthesized using phenalenyl as a ligand backbone. All of these complexes were characterized by NMR spectroscopy and elemental analysis and a few representative compounds were characterized by single crystal X-ray measurements.

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Acknowledgements

A.M. is thankful to IISER-Kolkata for a research fellowship. S.K.M. thanks CSIR (Sanction no. 01 (2369)/10/EMR-II), India for financial support.

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Correspondence to SWADHIN K MANDAL.

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Supplementary Information

Supplementary information contains the NMR characterization data of all the complexes synthesized herein, CIF files and check CIF files of complexes 2, 6 and 7, and atomic coordinates of these complexes determined by X-ray crystallography. Electronic supplementary information can be seen at www.ias.ac.in/chemsci.

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MUKHERJEE, A., SAMUEL, P.P., SCHULZKE, C. et al. Main group chemistry of 9-hydroxophenalenone: Syntheses and structural characterization of the alkaline earth and zinc complexes. J Chem Sci 126, 1581–1588 (2014). https://doi.org/10.1007/s12039-014-0692-y

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