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Chiral Cu(II) salen complexes catalyzed aerobic oxidative biaryl coupling-probing the reaction by EPR
Subbaramanian Sabarinathan (1)
, Gnanasambandam Vasuki (2,*) , Pillutla Sambasiva Rao (3) (1) Department of Chemistry, Pondicherry University, Pudhucherry, IN-605 014, India
(2) Department of Chemistry, Pondicherry University, Pudhucherry, IN-605 014, India
(3) Department of Chemistry, Pondicherry University, Pudhucherry, IN-605 014, India
(*) Corresponding Author
Received: 24 Jul 2010 | Revised: 29 Sep 2010 | Accepted: 30 Sep 2010 | Published: 22 Dec 2010 | Issue Date: December 2010
Abstract
Aerobic oxidative coupling of 2-naphthol to 1,1'-binaphthyl-2,2'-diol has been achieved using chiral/achiral copper salen complexes as catalyst. Moderate enantioselectivity was obtained for the reaction of 2-napthol with a coordinating substituent with a chiral salen complex. Unsubstituted 2-naphthol resulted in racemic 1,1'-binaphthyl-2,2'-diol only with all chiral complexes. Electron paramagnetic resonance spectroscopy has been used to understand the factors influencing the asymmetric induction.
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DOI: 10.5155/eurjchem.1.4.360-367.221
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University Grants Commission (UGC), India; Department of Science and Technology (DST), India
Citations
[1]. Kusum K. Bania, Dipsikha Bharali, B. Viswanathan, Ramesh C. Deka
Enhanced Catalytic Activity of Zeolite Encapsulated Fe(III)-Schiff-Base Complexes for Oxidative Coupling of 2-Napthol
Inorganic Chemistry 51(3), 1657, 2012
DOI: 10.1021/ic201959g
[2]. Yan Liu, Qin Zhang, Xiaowei Ma, Ping Liu, Jianwei Xie, Bin Dai, Zhiyong Liu
Salen-Cu(II) Complex Catalyzed <i>N</i>-Arylation of Imidazoles under Mild Conditions
International Journal of Organic Chemistry 03(03), 185, 2013
DOI: 10.4236/ijoc.2013.33023
[3]. Sergei Tcyrulnikov, John M. Curto, Philip H. Gilmartin, Marisa C. Kozlowski
Lewis Acid-Promoted Enantioselective Dearomative Spirocyclizations of Allenes
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DOI: 10.1021/acs.joc.8b01565
[4]. Nitesh Kumar, Ashish K. Asatkar, Snigdha Panda, Sanjio S. Zade
Synthesis, characterization and supramolecular building motifs of substituted salphen- and thiasalphen–metal complexes
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DOI: 10.1016/j.poly.2016.06.050
[5]. Pulimamidi Rabindra Reddy, Kumara Swamy Merugu, Satyanarayana Battu
Molecular docking, DNA interaction and in vitro anti-cancer studies of square-planar Ni (II) and Cu (II) complexes
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DOI: 10.1016/j.cdc.2018.07.007
[6]. Jagadeesan Lakshmipraba, Sankaralingam Arunachalam, Rajadurai Vijay Solomon, Ponnambalam Venuvanalingam, Anvarbatcha Riyasdeen, Rajakumar Dhivya, Mohammad Abdulkader Akbarsha
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[7]. Felix Prause, Benjamin Arensmeyer, Benjamin Fröhlich, Matthias Breuning
In-depth structure–selectivity investigations on asymmetric, copper-catalyzed oxidative biaryl coupling in the presence of 5-cis-substituted prolinamines
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[8]. Pedro Adão, Sónia Barroso, Fernando Avecilla, M. Conceição Oliveira, João Costa Pessoa
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DOI Link: https://doi.org/10.5155/eurjchem.1.4.360-367.221
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