Bis-Porphyrin Structural Motiff for Chirality and Molecular Sensing

Abstract

Bis-porphyrin structures are widely used as model systems to mimic various natural processes and have numerous practical applications in the research and technoligical fields such as polymer and nano science, light harvesting and nonlinear optics, chemical sensors and catalysis, molecular and chiral recognition, various supramolecular and chiroptical devices, chirogenesis and absolute configuration determination. Several years ago, we have discovered that a simple ethane-bridged bis-porphyrin structural motif (M = Zn, Mg, Cu, Co, 2H), can be effectively served for different application purposes owing to the specific molecular and supramolecular functionalities. In particular, the unique functional property of this bis-porphyrin host is based upon the structural semi-flexibility of covalent linkage between two porphyrin unitsresulting in the environmentally assisted syn-anti conformational switching and tweezer formation depending upon the guest structure, which can be effectively employed in different sensing areas, such as chirogenic probes, chiral recognitions, and chemical sensors .1-13 Further developments and prospects toward new chiral and achiral bis- and multi porphyrin systems on the basis of heterometallic bis- and multi-porphyrin structures will be discussed. Borovkov, Symmetry 2014, 6, 256. Borovkov, Symmetry 2010, 2, 184. Borovkov, Y. Inoue, Eur. J. Org. Chem. 2009, 189. A. Hembury, V. V. Borovkov, Y. Inoue, Chem. Rev. 2008, 108, 1. V. Borovkov, Y. Inoue, Top. Curr. Chem. 2006, 265, 89. V. Borovkov, G. A. Hembury, Y. Inoue, Acc. Chem. Res. 2004, 37, 449.Giancane, V. Borovkov, Y. Inoue, L. Valli, J. Colloid Interface Sci. 2012, 385, 282.Giancane, V. Borovkov, Y. Inoue, S. Conoci, L. Valli,Soft Matter 2013, 9, 2302.Bettini, E. Maglie, R. Pagano, V. Borovkov, Y. Inoue, L. Valli, G. Giancane, Beilstein J. Nanotechnol. 2015, 6, 2154.Colombelli, M.G. Manera, V. Borovkov, G. Giancane, L. Valli, R. Rella, Sensor Actuat. B-Chem. 2017, 246, 1039. Buccolieri, D. Manno, A. Serra, A. Santino, M. Hasan, V. Borovkov, G. Giancane,Sensor Actuat. B-Chem. 2018, 257, 685.Buccolieri, M. Hasan, S. Bettini, V. Bonfrate, L. Salvatore, A.Santino, V. Borovkov, G.,Giancane, Anal. Chem. 2018, 90, 6952.Bettini, R. Pagano, V. Borovkov, G. Giancane , L. Valli, J. Colloid Interface Sci. 2019, 533, 762-770.