Abstract
Divalent cobalt and nickel form four-coordinate complexes with sterically hindered 3,6-di-tert-butylcatecholato dianion (3,6-DBCat) and neutral bidentate 1,4-disubstituted-1,4-diazabutadiens-1,3 (DAB). Structural study of (1,4-di-tert-butyl-1,4-diazabutadiene-1,3)(3,6-di-tert-butyl-catecolato)nickel and (1,4-bis-(2,6-di-iso-propylphenyl)-2,3-dimethyl-1,4-diazabutadiene-1,3)(3,6-di-tert-butyl-catecolato)cobalt indicates square-planar environment of metals. Chemical one-electron oxidation of nickel complexes proceeds through catecholate ligand and leads to o-semiquinonato adducts. EPR spectral parameters indicate preservation of square-planar configuration after oxidation. Complexes (DAB)M(Cat) (M = Ni, Co) undergo neutral ligand substitution reactions.
Similar content being viewed by others
References
Balch A L 1973 J. Amer. Chem. Soc. 95 2723
Razuvaev G A, Teplova I A, Shalnova K G and Abakumov G A 1978 J. Organometal. Chem. 157 353
Buchanan R M and Pierpont C G 1980 J. Amer. Chem. Soc. 102 4951
Abakumov G A, Garnov V A, Nevodchikov V I and Cherkasov V K 1989 Dokl. RAN 304 107
Abakumov G A, Razuvaev G A, Nevodchikov V I and Cherkasov V K 1988 J. Organomet. Chem. 341 485
Speier G, Tyeklar Z, Toth P, Speier E, Tisza S, Rockenbauer A, Whalen A M, Alkire N and Pierpont C G 2001 Inorg. Chem. 40 5653
Brasse M, Campora J, Davies M, Teuma E, Palma P, Alvarez E, Sanz E and Reyes M L 2007 Adv. Synth. Catal. 349 2111
Shimazaki Y, Tani F, Fukui K, Naruta Y and Yamauchi O 2003 J. Amer. Chem. Soc. 125 10512
Bowmaker G A, Boyd P D W and Campbell G K 1982 Inorg. Chem. 21 2403
Klein H-F, Auer E, Dal A, Lemke U, Lemke M, Jung T, Rohr C, Florke U and Haupt H-J 1999 Inorg. Chim. Acta 287 167
Ohtsu H and Tanaka K 2004 Angew. Chem., Int. Ed. 43 6301
Ohtsu H and Tanaka K 2005 Chem. Eur. J. 11 3420
Belostotskaya I S, Kommisarova N L, Dzhuaran E V and Ershov V V 1972 Izv. AN SSSR, Ser. Khim. 1594
Van Koten G and Vrieze K 1982 In Advances in Organometallic Chemistry F G A Stone and R West (Eds.) (NY: Academic Press) Vol. 21 p.152 (and references therein)
Venanzi L M 1958 J. Chem. Soc. 719
Bubnov M P, Teplova I A, Cherkasov V K and Abakumov G A 2003 European J. Inorg. Chem. 2519
Sheldrick G M 2000 SHELXTL v. 6.12, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA
Sheldrick G M 1998 SADABS v.2.01, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA
Pierpont C G and Lange C 1981 Coord. Chem. Rev. 38 45
Jameson G B, Oswald H R and Beer H R 1984 J. Amer. Chem. Soc. 106 1669
Abakumov G A, Cherkasov V K, Bubnov M P, Ellert O G, Rakitin Yu V, Zakharov L N, Struchkov Yu T and Saf’yanov Yu N 1992 Izv. Akad. Nauk, Ser. Khim. 2315
Bill E, Bothe E, Chaudhuri P, Chlopek K, Herebian D, Kokatam S, Ray K, Weyhermuller T, Neese F and Wieghardt K 2005 Chem. Eur. J. 11 204
Poddel’sky A I, Cherkasov V K, Fukin G K, Bubnov M P, Abakumova L G and Abakumov G A 2004 Inorg. Chim. Acta 357 3632
Allen F H 2002 Acta Cryst. B 58 380
Knyazeva A N and Shkol’nikova L M 1973 J. Struct. Chem. 14 1058
McKenzie E D, Selvey S J and Nowell I W 1985 Inorg. Chim. Acta 101 85
Li X, Huang L, Dong S, Li M and Sun H 2005 Acta Crystallogr. Sect. E: Struct. Rep. Online 61 465
Belokon Y N, Fuentes J, North M and Steed J W 2004 Tetrahedron 60 3191
Pahor N B, Calligaris M, Delise P, Dodic G, Nardin G and Randaccio L 1976 J. Chem. Soc., Dalton Trans. 2478
Schaefer W P, Huie B T, Kurilla M G and Ealick S E 1980 Inorg. Chem. 19 340
Bottcher A, Elias H, Jager E-G, Langfelderova H, Mazur M, Muller L, Paulus H, Pelikan P, Rudolph M and Valko M 1993 Inorg. Chem. 32 4131
Bresciani N, Calligaris M, Nardin G and Randaccio L 1974 J. Chem. Soc., Dalton Trans. 1606
Peretti K L, Ajiro H, Cohen C T, Lobkovsky E B and Coates G W 2005 J. Am. Chem. Soc. 127 11566
Razuvaev G A, Cherkasov V K and Abakumov G A 1978 J. Organomet. Chem. 160 361
Nevodchikov V I, Abakumov G A, Cherkasov V K and Razuvaev G A 1981 J. Organomet. Chem. 214 119
Kadirov M K, Budnikova Yu H, Gryaznova T V, Sinyashin O G, Bubnov M P, Krashilina A V and Cherkasov V K 2007 Izv. Akad. Nauk. Ser. Khim. 99
Acknowledgements
The authors are thankful to L. Abakumova, N. Khamaletdinova and O. Kuznetcova for IR spectra recording. This work was supported by RFBR (grants: 13-03-97070), by Russian President Grant supporting scientific schools (NSh-271.2014.3), by Program of presidium of RAS \(\mathcal {N}{\underline {\circ }}\) 18. This research was partly supported by the grant (the agreement of August 27, 2013 \(\mathcal {N}{\underline {\circ }}\) 02.B.49.21.0003 between The Ministry of education and science of the Russian Federation and Lobachevsky State University of Nizhni Novgorod).
Author information
Authors and Affiliations
Corresponding author
Additional information
Supplementary Information
CCDC-678237 (1) and CCDC- 678238 (9) contain the supplementary crystallographic data, which can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: (internat.) + 44-1223-336-033; E-mail: deposit@ccdc.cam.ac.uk. Check CIF files are avaialble at www.ias.ac.in/chemsci
Electronic supplementary material
Rights and permissions
About this article
Cite this article
BUBNOV, M.P., TEPLOVA, I.A., DRUZHKOV, N.O. et al. Catecholato complexes of cobalt and nickel with 1,4-disubstituted-1,4-diazabutadiens-1,3 and 1,2-bis(diphenylphosphino)ethane. J Chem Sci 127, 527–535 (2015). https://doi.org/10.1007/s12039-015-0805-2
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12039-015-0805-2