European Journal of Chemistry

Synthesis and crystallographic structure of nickel(0) carbonyl complex with Bitianp, an atropoisomeric diphosphine

Article Sidebar

PDF CIF FILE
Published: Jun 30, 2019
DOI: https://doi.org/10.5155/eurjchem.10.2.171-174.1865
Keywords:
Carbonyl, Sigma donor, Envelope ring, Nickel complex, Tetrahedral geometry, Atropoisomeric diphosphine
Section
Research Article
Issue
Vol. 10 No. 2 (2019): June 2019
Dates
Received 2019-04-02
Accepted 2019-05-10
Published 2019-06-30
Crossmark


Main Article Content

Marco Fusè
Scuola Normale Superiore, Piazza dei Cavalieri 7, 56126 Pisa, Italia
http://orcid.org/0000-0003-0130-5175
Giorgio Facchetti
Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italia
http://orcid.org/0000-0002-1260-1335
Isabella Rimoldi
Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italia
http://orcid.org/0000-0002-6210-0264
Carlo Castellano
Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italia
http://orcid.org/0000-0002-7497-0670

Abstract

The reaction between an atropoisomeric diphosphine, Bitianp and [Ni(CO)4] was achieved by direct condensation in CH3Cl to afford complexes of general formula [Ni(CO)2(Bitianp)]. This compound was characterized by elemental analysis, IR, 1H-, 13C- and 31P-NMR spectroscopies. The structure of nickel complex has been determined by X-ray crystal-lography. Crystal data for C42H28NiO2P2S2 (M = 749.41 g/mol): triclinic, space group P-1 (no. 2), a = 10.539(2) Å, b = 11.811(2) Å, c = 15.994(3) Å, α = 83.93(3)°, β = 88.18(3)°, γ = 65.24(3)°, V = 1797.6(7) Å3, Z  = 2, T  = 294(2) K, μ(MoKα) = 0.781 mm-1, Dcalc =1.385 g/cm3, 22744 reflections measured (2.56° ≤ 2Θ ≤ 64.726°), 11837 unique (Rint = 0.0157, Rsigma = 0.0215) which were used in all calculations. The final R1 was 0.0360 (I > 2σ(I)) and wR2 was 0.1088 (all data). The coordination sphere of the Ni center is best described as a tetrahedral geometry.


icon graph This Abstract was viewed 914 times | icon graph Article PDF downloaded 551 times icon graph Article CIF FILE downloaded 0 times

How to Cite
(1)
Fusè, M.; Facchetti, G.; Rimoldi, I.; Castellano, C. Synthesis and Crystallographic Structure of nickel(0) Carbonyl Complex With Bitianp, an Atropoisomeric Diphosphine. Eur. J. Chem. 2019, 10, 171-174.

Article Details

Share
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe PMC
References

[1]. Blaser, H. U.; Scmidt, E. Asymmetric Catalysis on Industrial Scale. Wiley-VCH Verlag GmbH &Co, 2004.
https://doi.org/10.1002/3527602151

[2]. Li, Y. M.; Kwong, F. Y.; Yu, W. Y.; Chan, A. S. C. Coord. Chem. Rev. 2007, 251, 2119-2144.
https://doi.org/10.1016/j.ccr.2007.07.020

[3]. Luhr, S.; Holz, J.; Börner, A. Chem. Cat. Chem. 2011, 3, 1708-1730.
https://doi.org/10.1002/cctc.201100164

[4]. Ager, D. J.; de Vries, A. H.; de Vries, J. G. Chem Soc Rev 2012, 41, 3340-80.
https://doi.org/10.1039/c2cs15312b

[5]. Zerla, D. S.; Rimoldi, I.; Cesarotti, E.; Facchetti, G.; Pellizzoni, M.; Fuse M. J. Organomet. Chem. 2014, 771, 2-8.
https://doi.org/10.1016/j.jorganchem.2014.06.016

[6]. Bringmann, G.; Price Mortimer, A. J.; Keller, P. A.; Gresser, M. J.; Garner, J.; Breuning, M. Angew. Chem. Int. Ed. 2005, 44, 5384-5427.
https://doi.org/10.1002/anie.200462661

[7]. Miyashita, A.; Takaya, H.; Souchi, T.; Noyori, R. Tetrahedron 1984, 40, 1245-1253.
https://doi.org/10.1016/S0040-4020(01)82411-X

[8]. Cesarotti, E.; Abbiati, G.; Rossi, E.; Spalluto, P.; Rimoldi, I. Tetrahedron: Asym. 2008, 19, 1654-1659.
https://doi.org/10.1016/j.tetasy.2008.07.009

[9]. Cesarotti, E.; Rimoldi, I.; Spalluto, P.; Demartin, F. Tetrahedron: Asym. 2007, 18, 1278-1283.
https://doi.org/10.1016/j.tetasy.2007.04.018

[10]. Li, Y.; Zhou, Y.; Shi, Q.; Ding, K.; Noyori, R.; Sandoval, C. A. Adv. Synth. Catal. 2011, 353, 495-500.
https://doi.org/10.1002/adsc.201000577

[11]. Doucet, H.; Ohkuma, T.; Murata, K.; Yokozawa, T.; Kozawa, M.; Katayama, E.; England, A. F.; Ikariya, T.; Noyori, R. Angew. Chem. Int. Ed. 1998, 37, 1703-1707.
https://doi.org/10.1002/(SICI)1521-3773(19980703)37:12<1703::AID-ANIE1703>3.0.CO;2-I

[12]. Bringmann, G.; Scharl, H.; Maksimenka, K.; Radacki, K.; Braunschweig, H.; Wich, P.; Schmuck, C. Eur. J. Org. Chem. 2006, 2006, 4349-4361.
https://doi.org/10.1002/ejoc.200600311

[13]. Qiu, L.; Kwong, F. Y.; Wu, J.; Lam, W. H.; Chan, S.; Yu, W.-Y.; Li, Y.-M.; Guo, R.; Zhou, Z.; Chan, A. S. C. J. Am. Chem. Soc. 2006, 128, 5955-5965.
https://doi.org/10.1021/ja0602694

[14]. Rimoldi, I.; Pellizzoni, M.; Facchetti, G.; Molinari, F.; Zerla, D.; Gandolfi, R. Tetrahedron: Asym. 2011, 22, 2110-2116.
https://doi.org/10.1016/j.tetasy.2011.11.017

[15]. Facchetti, G.; Bucci, R.; Fusè, M.; Rimoldi, I. Chem. Select 2018, 3, 8797-8800.
https://doi.org/10.1002/slct.201802223

[16]. Rimoldi, I.; Facchetti, G.; Cesarotti, E.; Pellizzoni, M.; Fuse, M.; Zerla, D. Curr. Org. Chem. 2012, 16, 2982-2988.
https://doi.org/10.2174/138527212804546714

[17]. Zerla, D.; Facchetti G.; Fuse M.; Pellizzoni, M.; Castellano, C.; Cesarotti, E.; Gandolfi, R.; Rimoldi, I. Tetrahedron: Asym. 2014, 25, 1031-1037.
https://doi.org/10.1016/j.tetasy.2014.06.003

[18]. Spielvogel, D. J.; Buchwald, S. L., J. Am. Chem. Soc. 2002, 124, 3500-3501.
https://doi.org/10.1021/ja017545t

[19]. Ghosh, A.; Walker, J. A.; Ellern, A.; Stanley, L. M. ACS Catal. 2016, 6, 2673-2680.
https://doi.org/10.1021/acscatal.6b00365

[20]. Marelli, E.; Fernandez Salas, J. A.; Nolan, S. P. Synthesis 2015, 47, 2032-2037.
https://doi.org/10.1055/s-0034-1380813

[21]. Koch, E.; Takise, R.; Studer, A.; Yamaguchi, J.; Itami, K. Chem. Commun. 2015, 51, 855-857.
https://doi.org/10.1039/C4CC08426H

[22]. Facchetti, G.; Cesarotti, E.; Pellizzoni, M.; Zerla, D.; Rimoldi, I. Eur. J. Inorg. Chem. 2012, 2012, 4365-4370.
https://doi.org/10.1002/ejic.201200643

[23]. Tolman, C. A. J. Am. Chem. Soc. 1970, 92, 2953-2956.
https://doi.org/10.1021/ja00713a006

[24]. Hamann, B. C.; Hartwig, J. F. J. Am. Chem. Soc. 1998, 120, 3694-3703.
https://doi.org/10.1021/ja9721881

[25]. Fuse, M.; Rimoldi, I.; Cesarotti, E.; Rampino, S.; Barone, V. Phys. Chem. Chem. Phys. 2017, 19, 9028-9038
https://doi.org/10.1039/C7CP00982H

[26]. Mazzeo, G.; Fusè, M.; Longhi, G.; Rimoldi, I.; Cesarotti, E.; Crispini, A.; Abbate, S. Dalton Trans. 2016, 45, 992-999
https://doi.org/10.1039/C5DT03642A

[27]. Fusè, M.; Rimoldi, I.; Facchetti, G.; Rampino, S.; Barone, V. Chem. Commun. 2018, 54, 2397-2400.
https://doi.org/10.1039/C7CC09627E

[28]. Flener Lovitt, C.; Frenking, G.; Girolami, G. S. Organometal. 2012, 31, 4122-4132.
https://doi.org/10.1021/om200456j

[29]. Liang, L. C.; Hung, Y. T.; Huang, Y. L.; Chien, P. S.; Lee, P. Y.; Chen, W.-C. Organometal. 2012, 31, 700-708.
https://doi.org/10.1021/om201041z

[30]. Benincori, T.; Brenna, E.; Sannicolò, F.; Trimarco, L.; Antognazza, P.; Cesarotti, E.; Demartin, F.; Pilati, T. J. Org. Chem. 1996, 61, 6244-6251.
https://doi.org/10.1021/jo960211f

[31]. Abbate, S.; Castiglione, F.; Lebon, F.; Longhi, G.; Longo, A.; Mele, A.; Panzeri, W.; Ruggirello, A.; Liveri, V. T. J. Phys. Chem. B 2009, 113, 3024-3033.
https://doi.org/10.1021/jp809793u

[32]. SADABS Area-Detector Absorption Correction Program, B. A. I. M., WI, USA 2000.

[33]. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, G. L.; Giacovazzo, C.; Guagliardi, A.; Moliterni, A. G. G.; Polidori, G.; Spagna, R. J. Appl. Crystallog. 1999, 32, 115-119.
https://doi.org/10.1107/S0021889898007717

[34]. Sheldrick, G. M. Acta Cryst. C 2015, 71, 3-8.
https://doi.org/10.1107/S2053229614024218

[35]. Farrugia, L. J. J. Appl. Crystallogr. 1999, 32, 837-838.
https://doi.org/10.1107/S0021889899006020

[36]. Manceron, L.; Alikhani, M. E. Chem. Phys. 1999, 244, 215-226.
https://doi.org/10.1016/S0301-0104(99)00110-X

[37]. Colombo, A.; Dragonetti, C.; Magni, M.; Roberto, D.; Demartin, F.; Caramori, S.; Bignozzi, C. A. ACS Appl. Mater. Interfaces 2014, 6, 13945-13955.
https://doi.org/10.1021/am503306f

[38]. Okuniewski, A.; Rosiak, D.; Chojnacki, J.; Becker, B. Polyhedron 2015, 90, 47-57.
https://doi.org/10.1016/j.poly.2015.01.035

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).