Differentiate bisulfite from sulfite by a new cycloruthenated 2-(2-thienyl)pyridine complex in pure water

Fazio, 1990, A review of sulphites in foods: analytical methodology and reported findings, Food Addit. Contam., Part A, 7, 433, 10.1080/02652039009373907 Vally, 2009, Clinical effects of sulphite additives, Clin. Exp. Allergy, 39, 1643, 10.1111/j.1365-2222.2009.03362.x Michigami, 1996, Determination of sulphite and sulphate by ion chromatography using a weakly basic phthalate eluent, J. Chromatogr. A, 732, 403, 10.1016/0021-9673(95)01326-1 Jankovskiene, 2001, Capillary electrophoretic determination of sulfite using the zone-passing technique of in-capillary derivatization, J. Chromatogr. A, 934, 67, 10.1016/S0021-9673(01)01295-X Qin, 1998, Reagentless chemiluminiscence flow sensor for sulfite, Anal. Chim. Acta, 361, 201, 10.1016/S0003-2670(98)00038-5 Smith, 1987, Determination of sulfite using a sulfite oxidase enzyme electrode, Anal. Chem., 59, 2256, 10.1021/ac00145a010 Mohr, 2002, A chromoreactand for the selective detection of HSO3– based on the reversible bisulfite addition reaction in polymer membranes, Chem. Commun., 2646, 10.1039/B207621G Sun, 2014, A fluorescent turn-on probe based on benzo[e]indolium for bisulfite through 1,4-addition reaction, Sensors Actuators B Chem., 193, 173, 10.1016/j.snb.2013.11.051 Sun, 2009, A ratiometric fluorescent chemodosimeter with selective recognition for sulfite in aqueous solution, J. Organomet. Chem., 74, 7943, 10.1021/jo9014744 Huang, 2018, A new lipid droplets-targeted fluorescence probe for specific detection of SO2 derivatives in living cells, Sensors Actuators B Chem., 216, 196, 10.1016/j.snb.2018.01.139 Wang, 2013, A ratiometric fluorescent probe for bisulphite anion, employing intramolecular charge transfer, Luminescence, 28, 97, 10.1002/bio.2344 Choi, 2010, Chromogenic and fluorogenic signaling of sulfite by selective deprotection of resorufin levulinate, Org. Lett., 12, 5624, 10.1021/ol102298b Chao, 2013, Fluorescent Red GK as a fluorescent probe for selective detection of bisulfite anions, Sensors Actuators B Chem., 188, 200, 10.1016/j.snb.2013.06.102 Dai, 2015, An effective colorimetric and ratiometric fluorescent probe for bisulfite in aqueous solution, Anal. Chim. Acta, 888, 138, 10.1016/j.aca.2015.07.026 Su, 2016, Hydrophilic indolium-cycloruthenated complex system for visual detection of bisulphite with a large red shift in absorption, Inorg. Chem., 55, 745, 10.1021/acs.inorgchem.5b02210 Li, 2017, An iridium complex-based phosphorescent probe for recognition to bisulfite and cyanide in neutral aqueous system, Sensors Actuators B Chem., 252, 142, 10.1016/j.snb.2017.05.127 Gunnlaugsson, 2006, Anion recognition and sensing in organic and aqueous media using luminescent and colorimetric sensors, Coord. Chem. Rev., 250, 3094, 10.1016/j.ccr.2006.08.017 Zhao, 2010, Phosphorescent chemosensors based on heavy-metal complexes, Chem. Soc. Rev., 39, 3007, 10.1039/b915340c Wade, 2010, Cyanide anion binding by a triarylborane at the outer rim of a cyclometallated ruthenium(II) cationic complex, Inorg. Chem., 49, 714, 10.1021/ic9020349 Li, 2013, Chromogenic mercury ions recognition of a new ruthenium(II) complex with cyclometalated 2-(2-thienyl)pyridine in CH3CN-aqueous system, Inorg. Chem. Commun., 29, 175, 10.1016/j.inoche.2012.12.004 Li, 2014, Highly selective and reversible colorimetric detection of mercury ions by a hydrophilic cycloruthenated complex in water, Sensors Actuators B Chem., 201, 343, 10.1016/j.snb.2014.04.085 Mizrahi, 2011, Synthesis, fluorescence and biodistribution of a bone-targeted near-infrared conjugate, Eur. J. Med. Chem., 46, 5175, 10.1016/j.ejmech.2011.08.040 1H NMR (600MHz, DMSO-d6) δ: 8.76 (d, J = 15.9 Hz, 1H), 8.65 (dt, J = 4.8 Hz, J = 1.4 Hz, 1H), 8.42 (d, J = 8.1 Hz, 1H), 8.31–8.26 (m, 2H) 8.22 (dd, J = 8.4 Hz, J = 1.3 Hz, 1H), 8.17 (d, J = 9.0 Hz, 1H), 8.13 (d, J = 8.0 Hz, 1H), 8.06 (d, J = 4.1 Hz, 1H), 7.96 (td, J = 7.7 Hz, J = 1.8 Hz, 1H), 7.83 (t, J = 8. 3 Hz, 1H), 7.73 (t, J = 8.0 Hz, 1H), 7.60 (d, J = 16.0 Hz, 1H), 7.44 (m, 1H), 4.92 (t, J = 8.0 Hz, 2H), 2.78 (t, J = 6.6 Hz, 2H), 2.26 (s, 2H), 2.03 (s, 6H). 13C NMR (150 MHz, DMSO-d6) δ: 181.95, 154.23, 151.03, 150.38, 145.52, 141.92, 139.09, 138.69, 138.39, 138.02, 133.55, 131.53, 130.51, 128.83, 127.87, 127.56, 127.25, 124.49, 123.59, 120.38, 113.72, 111.11, 54.10, 47.76, 46.18, 25.95, 25.32. 1H NMR (600 MHz, CD3OD) δ: 8.68–8.46 (m, 5H), 8.32 (d, J = 8.7 Hz, 1H), 8.17 (d, J = 5.6 Hz, 2H), 8.07 (dd, J = 13.7 Hz, J = 6.1 Hz, 2H), 7.93(m, 7H), 7.83 (d, J = 5.7 Hz,1H), 7.79–7.70 (m, 2H), 7.68–7.56 (m, 2H), 7.50 (t, J = 6.5 Hz, 1H), 7.42–7.28 (m, 5H), 6.99 (t, J = 6.7 Hz, 1H), 4.83 (t, J = 8.0 Hz, 2H), 3.02 (s, 2H), 2.38 (s, 2H), 2.06–1.92 (m, 6H). MS m/z: Calculated for 915.17 (M+), Found: 915.10. HRMS m/z: Calculated for 915.17196 (M+), Found: 915.16907. Reveco, 1986, Cyclometalated complexes of ruthenium. 3. Spectral, electrochemical, and two-dimensional proton NMR of [Ru(bpy)2(cyclometalating ligand)]+, Inorg. Chem., 25, 1842, 10.1021/ic00231a025 Su, 2016, Cycloruthenated complexes: pH-dependent reversible cyclometallation and reactions with nitrite at the octahedral ruthenium centers, Dalton Trans., 45, 7450, 10.1039/C6DT00576D