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Synthesis and Characterization of Selenophosphatocavitands

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Abstract

Treatment of a series of substituted resorcin[4]arenes in pyridine with dichlorophenyl-phosphine followed by addition of selenium powder resulted in the formation of the corresponding selenophosphatocavitands [R2CHC6HR1O2PSePh]4 (R1 = H, R2 = CH2CH2Ph, 1; R1 = CH3, R2 = CH3, 2; R1 = CH3, R2 = C2H5, 3) in moderate yields. All compounds were spectroscopically characterized, of which the structure of 3·CHCl3 has been established by X-ray crystallography. The molecular structure of 3 shows that the selenophosphato-cavitand adopts C 4v bowl-shaped conformation with four P=Se bonds oriented toward the molecular cavity.

Graphical Abstract

Three selenophosphatocavitands [R2CHC6HR1O2PSePh]4 (R1 = H, R2 = CH2CH2Ph, 1; R1 = CH3, R2 = CH3, 2; R1 = CH3, R2 = C2H5, 3) were synthesized and spectroscopically characterized, of which the structure of 3·CHCl3 has been established by X-ray crystallography.

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References

  1. Maffei F, Dalcanale E (2011) Angew Chem Int Ed 50:4654–4657

    Article  CAS  Google Scholar 

  2. Massera C, Dalcanale E (2011) Chem Eur J 17:3064–3068

    Article  CAS  Google Scholar 

  3. Delangle P, Dutasta JP (2001) Eur J Org Chem 19:3695–3704

    Article  Google Scholar 

  4. Vollbrecht A, Schnutzler R (1997) Chem Ber 130:1715–1720

    Article  CAS  Google Scholar 

  5. Nifantyev EE, Maslennikova VI (1995) Medndeleev Commun 5:131–133

    Article  Google Scholar 

  6. Nifantyev EE, Maslennikova VI (1995) Medndeleev Commun 15:53–54

    Article  Google Scholar 

  7. Bibal B, Tinant B, Declercq JP, Dutasta JP (2002) Chem Commun 5:432–433

    Article  Google Scholar 

  8. Bibal B, Declercq JP, Dutasta JP, Timant B, Valade AG (2003) Tetrahedron 59:5849–5854

    Article  CAS  Google Scholar 

  9. Miao S, Yao WR, Guo DS, Zhang QF (2003) J Mol Struct 660:159–170

    Article  CAS  Google Scholar 

  10. Zhang QF, Adams RD, Fenske D (2005) J Mol Struct 741:129–135

    Article  CAS  Google Scholar 

  11. Cram DJ, Karbach S, Kim HE, Knobler CB, Maverick EF, Ericson JL, Helgeson RC (1988) J Am Chem Soc 110:2229–2237

    Article  CAS  Google Scholar 

  12. SMART and SAINT+ for Windows NT Version 6.02a (1998) Bruker Analytical X-ray Instruments Inc., Madison

  13. Sheldrick GM (1996) SADABS. University of Göttingen, Göttingen

  14. Sheldrick GM (1997) SHELXTL software reference manual, Version 5.1. Bruker AXS Inc., Madison

Download references

Acknowledgments

This project was supported by the Natural Science Foundation of China (90922008).

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Authors and Affiliations

  1. Institute of Molecular Engineering and Applied Chemistry, Anhui University of Technology, Ma’anshan, 243002, Anhui, People’s Republic of China

    Yan-Jing Wang, Nian-Nian Wang, Ai-Quan Jia & Qian-Feng Zhang

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  1. Yan-Jing Wang
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  2. Nian-Nian Wang
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  3. Ai-Quan Jia
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  4. Qian-Feng Zhang
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Correspondence to Qian-Feng Zhang.

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Wang, YJ., Wang, NN., Jia, AQ. et al. Synthesis and Characterization of Selenophosphatocavitands. J Chem Crystallogr 46, 124–127 (2016). https://doi.org/10.1007/s10870-016-0635-1

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  • DOI: https://doi.org/10.1007/s10870-016-0635-1

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