High yield preparation of a novel tetrakis[ruthenium tris(bipyridine)]calix[6]arene derivative with good diastereomeric purity |
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| Affiliation: | 1. Inoue Photochirogenesis Project, ERATO, JST, 4-6-3 Kamishinden, Toyonaka 565-0085, Japan;2. Department of Chemistry, The University of Reading, Whiteknights, Reading RG6 6AD, UK;1. Department of Chemistry, University of Science and Technology, Bannu 28100, Khyber Pakhtunkhwa, Pakistan;2. Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan;3. Department of Chemistry, Abdul Wali Khan University, Mardan 23200, Pakistan;4. Department of Chemistry, Hazara University, Mansehra 21120, Pakistan;5. Department of Chemistry, McGill University, Montreal, Quebec H3A 2K6, Canada;1. Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China;2. The First Affiliated Hospital of Liaoning Medical University, Jinzhou 121001, China;1. Polymer and Color Chemistry Program, North Carolina State University, Raleigh, NC 27695, USA;2. Department of Chemistry, Quaid-I-Azam University, Islamabad 45320, Pakistan;1. School of Physical and Mathematical Sciences, Nanyang Technological University, 637371, Singapore;2. Sorbonne Universités, UPMC Univ Paris 06, UMR 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France;3. CNRS, UMR 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France;4. CEA Saclay, IRAMIS, NIMBE, LICSEN, F-91191, Gif-sur-Yvette, France;1. Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam 781039, India;2. Department of Educational Science, Assam Central University, Silchar 788011, India |
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| Abstract: | In order to develop methodology for the selective preparation of complex molecular structures with potential photochemical or electron transfer functions, the diastereoselective synthesis of multiple ruthenium tris(bipyridine) complexes tethered to a central calix[6]arene core was investigated. Applying recently developed methodology, the resolved precursor cis-Δ-[Ru(bpy)2(DMSO)Cl]PF6 (98.6% ee) was efficiently reacted with a novel calix[6]arene derivative, to give the tetrakis[Ru(bpy)2(bpy′)]calix[6]arene derivative (9) with almost complete retention of absolute stereochemistry at each of the four metal centres, as seen by the unusually strong molar circular dichroism (CD) spectrum. The synthesis of racemic 9 was also carried out, and demonstrated to have an inactive CD spectrum. |
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