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Osmium and cobalt complexes incorporating facially coordinated N,N,O donor azo-imine ligands: Redox and catalytic properties

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Abstract

Reactions of 1-{[2-(arylazo)phenyl]iminomethyl}-2-phenol, HL [where H represents the dissociable phenolic protons of ligands and aryl groups of HL are C6H5 (HL1), p-CH3C6H5 (HL2), p-ClC6H5 (HL3)] with Os(H)(CO)(Br)(PPh3)3 in toluene and with Co(ClO4)3.6H2O in methanol afforded new facially coordinated complexes of composition [(L)Os(CO)(Br)(PPh3)] and [(L)2Co]ClO4. The anionic ligand (L) − , binds the metal in tridentate (N, N, O) manner in [(L)Os(CO)(Br)(PPh3)] and [(L)2Co]ClO4 complexes. All the Os(II) and Co(III) complexes are diamagnetic and show characteristic 1H NMR signals and intense MLCT transitions in the visible region. The cyclic voltammograms exhibited one quasi reversible oxidative response near 0.10 V vs SCE for [(L)Os(CO)(Br)(PPh3)] and [(L)2Co]ClO4 complexes displayed serial reductive responses within − 0.06 to − 1.61 V vs SCE. Single point DFT calculation was carried out to examine the nature of redox orbitals.

Conversion of ketones to corresponding alcohols has been studied using [(L)Os(CO)(Br)(PPh3)] as catalyst.

New complexes of Os(II) and Co(III) have been synthesized where the tridentate ligands are held in facial manner about the metal centre. Redox properties of the metal complexes have been studied and nature of the redox orbitals were examined on the basis of DFT calculations. Catalytic transformation of secondary ketones to corresponding alcohols using the newly synthesized Os(II) complexes as catalyst have been outlined.

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References

  1. Zhang J, Braunstein P and Andy Hor T S 2008 Organometallics 27 4277

    Article  CAS  Google Scholar 

  2. Young C G, Malarek M S, Evans D J, Doonan C J, Wee Lin Ng V and White J M 2009 Inorg. Chem. 48 1960

    Article  Google Scholar 

  3. Poyatos M, Mata J A, and Peris E 2009 Chem. Rev. 109 3677

    Article  CAS  Google Scholar 

  4. Liang L-C, Cheng L-C, Tsai T-L, Hu C-H and Guo W-H 2009 Inorg. Chem. 48 5697

    Article  CAS  Google Scholar 

  5. Mattsson J, Govindaswamy P, Renfrew A K, Dyson P J, Stepnitka P, Sqss-Fink G and Therrien B 2009 Organometallics 28 4350

    Article  CAS  Google Scholar 

  6. Traar P, Schröckeneder A, Judmaier M E, Belaj F, Baumgartner J, Sachse A and Mösch-Zanetti N C 2010 Eur. J. Inorg. Chem. 5718

  7. Dougan S J, Habtemariam A, McHale S E, Parsons S and Sadler P J 2008 Proc. Natl. Acad. Sci. USA 105 11628

    Article  CAS  Google Scholar 

  8. Poyatos M, Mata J A and Peris E 2009 Chem. Rev. 109 3677

    Article  CAS  Google Scholar 

  9. Singh P, and Singh A K 2010 Eur. J. Inorg. Chem. 4187

  10. Peacock A F A, Habtemariam A, Fernandez R, Walland V, Fabbiani F P A, Parsons S, Aird R E, Jodrell D I and Sadler P J 2006 J. Am. Chem. Soc. 128 1739

    Article  CAS  Google Scholar 

  11. Wirth S, Rohbogner C J, Cieslak M, Kazmierczak-Baranska J, Donevski S, Nawrot B and Lorenz I P 2010 J. Biol. Inorg. Chem. 15 429

    Article  CAS  Google Scholar 

  12. Boardman B, Hanton M J, Rensburg H V, and Tooze R P 2006 Chem. Commun. 2289

  13. van Engelen M C, Teunissen H T, De Vries J G, and Elsevier C J 2003 J. Mol. Catal. A: Chem. 206 185

    Article  Google Scholar 

  14. Yin A Y, Guo X Y, Dai W-L and Fan K N 2010 Chem. Commun. 46 4348

    Google Scholar 

  15. Therrien B 2009 Coord. Chem. Rev. 253 493

    Article  CAS  Google Scholar 

  16. Sarfraz R A, Kazia T G, Iqbalb S, Afridia H I, Jamali M K, Jalbani N and Arain M B 2008 Appl. Organometal. Chem. 22 187

    Article  CAS  Google Scholar 

  17. Matteoli U, Menchi G, Bianchi M and Piacenti F 1988 J. Mol. Catal. 44 347

    Article  CAS  Google Scholar 

  18. Matteoli U, Menchi G, Bianchi M, Piacenti F, Ianelli S and Nardelli M 1995 J. Organomet. Chem. 498 177

    Article  CAS  Google Scholar 

  19. Matteoli U, Menchi G, Bianchi M and Piacenti F 1991 J. Mol. Catal. 64 257

    Article  CAS  Google Scholar 

  20. Nomura K, Ogura H and Imanishi Y 2001 J. Mol. Catal. A: Chem. 166 345

    Article  CAS  Google Scholar 

  21. Nomura K, Ogura H and Imanishi Y 2002 J. Mol. Catal. A: Chem. 178 105

    Article  CAS  Google Scholar 

  22. Chaudhuri P and Wieghardt K 1987 Prog. Inorg. Chem. 35 329

    Article  CAS  Google Scholar 

  23. Blake A J and Schröder M 1990 Adv. Inorg. Chem. 351

  24. Spicer M D and Reglinski J 2009 Eur. J. Inorg. Chem. 1553

  25. Iengo E, Zangrando E, Baiutti E, Munini F and Alessio E 2005 Eur. J. Inorg. Chem. 1019

  26. St.-J. Foreman M R, Hill A F, Owen G R, White A J P and Williams D J 2003 Organometallics 22 4446

    Article  Google Scholar 

  27. Garcia R, Paulo A and Santos I 2009 Inorg. Chim. Acta. 362 4315

    Article  CAS  Google Scholar 

  28. Harding D J, Harding P, Kivnang J and Adams H 2010 Transition Met. Chem. 35 521

    Article  CAS  Google Scholar 

  29. Trofimenko S 1993 Chem. Rev. 93 943

    Article  CAS  Google Scholar 

  30. Borguet Y, Sauvage X, Zaragoza G, Demonceau A and Delaude L 2010 Organometallics 29 6675

    Article  CAS  Google Scholar 

  31. Wang X-Y, Shi H-T, Wu F-H and Zhang Q-F 2010 J. Mol. Struct. 982 66

    Article  CAS  Google Scholar 

  32. Trofimenko S 1986 Prog. Inorg. Chem. 34 115

    Article  CAS  Google Scholar 

  33. Walker J M, Cox A M, Wang R and Spivak G J 2010 Organometallics 29 6121

    Article  CAS  Google Scholar 

  34. Therrien B, Vieille-Petit L and Süss-Fink G 2005 J. Mol. Struct. 738 161

    Article  CAS  Google Scholar 

  35. Puerta M C and Valerga P 1999 Coord. Chem. Rev. 193 977

    Article  Google Scholar 

  36. Das C, Peng S-M, Lee G-H and Goswami S 2002 New J. Chem. 26 222

    Article  CAS  Google Scholar 

  37. Acharyya R, Peng S-M, Lee G-H and Bhattacharya S 2003 Inorg. Chem. 42 7378

    Article  CAS  Google Scholar 

  38. Gupta P, Butcher R J and Bhattacharya S 2003 Inorg. Chem. 42 5405

    Article  CAS  Google Scholar 

  39. Majumder K, Peng S M and Bhattacharya S 2001 J. Chem. Soc. Dalton Trans. 284

  40. Pratihar J L, Pattanayak P, Bhaduri S, Patra D and Chattopadhyay S 2010 J. Chem. Res. 98

  41. Pattanayak P, Pratihar J L, Patra D, Burrows A, Mohan M and Chattopadhyay S 2010 Inorg. Chim. Acta 363 2865

    Article  CAS  Google Scholar 

  42. Perrin D D and Armarego W L F 1988 Purification of laboratory chemicals, 3rd edn.; New York: Pergamon

    Google Scholar 

  43. Parshall G W 1974 Inorg. Synth. XV 48 and 50

    Google Scholar 

  44. Trost B M and Verhoeven T R 1982 in: Comprehensive organometallic chemistry, E Abel, F G A Stone, G Wilkinson (Eds.), vol. 8; Oxford: Pergamon Press

    Google Scholar 

  45. Pattanayak P, Pratihar J L, Patra D, Burrows A, Mohan M and Chattopadhyay S 2007 Eur. J. Inorg. Chem. 4263

  46. Parr R G and Yang W 1989 Density functional theory of atoms and molecules; Oxford: Oxford University Press

    Google Scholar 

  47. Frisch M J, Trucks G W, Schlegel H B, Scuseria G E, Robb M A, Cheeseman Jr J R, Montgomery J A, Vreven T, Kudin K N, Burant J C, Millam J M, Iyengar S S, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson G A, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox J E, Hratchian H P, Cross J B, ammi R, Pomelli C, Ochterski J W, Ayala P Y, Morokuma K, Voth G A, Salvador P, Dannenberg J J, Zakrzewski V G, Dapprich S, Daniels A D, Strain M C, Farkas O, Malick D K, Rabuck A D, Raghavachari K, Foresman J B, Ortiz J V, Cui Q, Baboul A G, Clifford S, Cioslowski J, Stefanov B B, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin R L, Fox D J, Keith T, Al-Laham A, Peng C Y, Nanayakkara A, Challacombe M, Gill P M W, Johnson B, Chen W, Wong M W, Gonzalez C, Pople J A, Gaussian 03W, revision C.02 Gaussian, Inc., Wallingford, CT, 2004.16

  48. Becke A D 1993 J. Chem. Phys. 98 5648

    Article  CAS  Google Scholar 

  49. Lee C, Yang W and Parr R G 1998 Phys. Rev. B 37 785

    Article  Google Scholar 

  50. Schaefer A, Hube C and Ahlrichs R 1994 J. Chem. Phys. 100 5829

    Article  CAS  Google Scholar 

  51. Schaefer A, Horn H and Ahlrichs R 1992 J. Chem. Phys. 97 2571

    Article  CAS  Google Scholar 

  52. Sheldrick G M 1990 SHELXS-97, Göttingen, Germany: University of Göttingen

    Google Scholar 

  53. Sheldrick G M 1997 SHELXL-97, Program for the refinement of crystals structures from diffraction data, Göttingen, Germany: University of Göttingen

    Google Scholar 

  54. Patra D, Pattanayak P, Pratihar J L and Chattopadhyay S 2007 Polyhedron 26 484

    Google Scholar 

  55. Ray U, Chand B, Mostafa G, Cheng J, Lu T-H and Sinha C 2003 Polyhedron 22 2587

    Article  CAS  Google Scholar 

  56. Pattanayak P, Pratihar J L, Patra D, Puranik V G and Chattopadhyay S 2008 Polyhedron 27 2209

    Article  CAS  Google Scholar 

  57. Saluzzo C and Lemaire M 2002 Adv. Synt. Catal. 344 915

    Article  CAS  Google Scholar 

  58. Harmon R E, Gupta S K and Brown D J 1973 Chem. Rev. 73 21

    Article  CAS  Google Scholar 

  59. Pintar A and Batista J 1999 Catal. Today 53 35

    Article  CAS  Google Scholar 

  60. Mallat T, Bodmer M and Baiker A 1997 Catal. Lett. 44 95

    Article  CAS  Google Scholar 

  61. Venkatachalam G and Ramesh R 2005 Tetr. Lett. 46 5215

    Article  CAS  Google Scholar 

  62. Kannan S, Ramesh R and Liu Y 2007 J. Organomet. Chem. 692 3380

    Article  CAS  Google Scholar 

  63. Pratihar J L, Bhaduri S, Pattanayak P, Patra D and Chattopadhyay S 2009 J. Organomet Chem. 694 3401

    Article  CAS  Google Scholar 

  64. Bianchini C, Peruzzini M, Farnetti E, Kagpar J and Graziani M 1995 J. Organomet Chem. 488 91

    Article  CAS  Google Scholar 

  65. Clapham S E and Morris R H 2005 Organometallics 24 479

    Article  CAS  Google Scholar 

  66. Bianchini C, Farnetti E, Graziani M, Peruzzini M and Polo A 1993 Organometallics 12 3753

    Article  CAS  Google Scholar 

Download references

Acknowledgements

Authors thank the Department of Science and Technology (DST) (New Delhi) for funding under DST-SERC (SR/S1/IC-0026/2007) project. The necessary laboratory and infrastructural facility are provided by the Department of Chemistry, University of Kalyani. The support of DST under FIST and the University Grants Communication (UGC) SAP program to the Department of Chemistry, University of Kalyani is also acknowledged.

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  1. Department of Chemistry, University of Kalyani, Kalyani, 741235, India

    POULAMI PATTANAYAK, DEBPRASAD PATRA, JAHAR LAL PRATIHAR & SURAJIT CHATTOPADHYAY

  2. Department of Inorganic Chemistry, University of Bath, Claverton Down, Bath, BA27AY, UK

    ANDREW BURROWS & MARY F MAHON

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  1. POULAMI PATTANAYAK
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PATTANAYAK, P., PATRA, D., PRATIHAR, J.L. et al. Osmium and cobalt complexes incorporating facially coordinated N,N,O donor azo-imine ligands: Redox and catalytic properties. J Chem Sci 125, 51–62 (2013). https://doi.org/10.1007/s12039-012-0342-1

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