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Synthesis, Crystal Structures and Hirshfeld Surface Analysis of Bis­[(di(2-methoxyphenyl)phosphoroselenoyl)-2,4-cyclopentadien-1-yl]iron(II) and Ruthenium(II)η6-arene Complex of Bis-[(di(2-allylphenyl)phosphonite)-2,4-cyclopentadien-1-yl]iron(II)

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Abstract

Ferrocenylbis(phosphonites), [Fe(C5H4P(OR)2)2 (2, R = -C6H4(OMe-o); 3, R = -C6H4(C3H5-o))] were synthesized by the reaction of Fe(C5H4PCl2)2 (1) with 2-methoxyphenol and 2-allylphenol. The reaction of 2 with elemental selenium afforded bisselenide, [Fe{C5H4P(Se)(OC6H4(OMe-o))2}2] (4). Equimolar reaction between 3 and [RuCl2(η6-p-cymene)]2 yielded [{Ru2Cl4(η6-p-cymene)2}Fe{C5H4P(OC6H4(C3H5-o))2}2] (5) in good yield. Bisselenide (4) and ruthenium(II) complex (5) were characterized by single-crystal X-ray analysis. In compound 4, the geometry around phosphorus atoms is distorted tetrahedral. In case of complex 5, ruthenium atoms containing η6-p-cymene, two chlorides and one phosphine moiety display a typical three-legged "piano-stool" structure. The molecule has crystallographically imposed centrosymmetry. A Hirshfeld surface analysis indicates that the most significant contributions to the crystal packing of compound 4 are from H⋅⋅⋅H (50.1%), C⋅⋅⋅H/H⋅⋅⋅C (24.1%), Se⋅⋅⋅H/H⋅⋅⋅Se (13.4%), O⋅⋅⋅H/H⋅⋅⋅O (10.8%) contacts, and in the case of complex 5 are from H⋅⋅⋅H (73.3%), C⋅⋅⋅H/H⋅⋅⋅C (15.8%), Cl⋅⋅⋅H/H⋅⋅⋅Cl (10%) contacts.

Graphical Abstract

This paper describes crystal structures of bisselenide and a ruthenium(II) complex [Fe{C5H4P(Se)(OC6H4(OMe-o))2}2 and [{RuCl2(η6-p-cymene)}2Fe{C5H4P(OC6H4(C3H5-o))2}2].

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Data sharing not applicable to this article as no datasets were generated or analysed during the current study.

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Acknowledgements

MSB thanks the Science & Engineering Research Board, New Delhi, for financial support of this work through grant CRG/2019/000040. We also thank the Department of Chemistry Instrumentation Facilities, IIT Bombay, for spectral and analytical data. DM thanks the Department of Science and Technology, New Delhi, for the Inspire fellowship, HK thanks the IITB for a fellowship. J.T.M. thanks the Louisiana Board of Regents for the purchase of the CCD diffractometer and the Chemistry Department of Tulane University for support of the X-ray laboratory.

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Authors and Affiliations

  1. Phosphorus Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400 076, India

    Dipanjan Mondal, Harish S. Kunchur, Sowmya Rao & Maravanji S. Balakrishna

  2. Department of Chemistry, Tulane University, New Orleans, LA, 70118, USA

    Joel T. Mague

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  1. Dipanjan Mondal
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  2. Harish S. Kunchur
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  5. Maravanji S. Balakrishna
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Correspondence to Joel T. Mague or Maravanji S. Balakrishna.

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Mondal, D., Kunchur, H.S., Rao, S. et al. Synthesis, Crystal Structures and Hirshfeld Surface Analysis of Bis­[(di(2-methoxyphenyl)phosphoroselenoyl)-2,4-cyclopentadien-1-yl]iron(II) and Ruthenium(II)η6-arene Complex of Bis-[(di(2-allylphenyl)phosphonite)-2,4-cyclopentadien-1-yl]iron(II). J Chem Crystallogr 52, 359–370 (2022). https://doi.org/10.1007/s10870-022-00933-5

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