S Redox Behaviour of Dihydroporphycene Cobalt Complex: Study on the Effect of the Hydrogenation of Ligand Koichi Hashimoto, a Taro Koide, a Hisashi Shimakoshi, a Yuta Hori, b Yoshihito Shiota, b Kazunari Yoshizawa, b and Yoshio Hisaeda *,a a Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University b Institute for Materials Chemistry and Engineering, Kyushu University Contents 1. General information·············································································· S1 2. Synthesis ···························································································· S2 3. 1 H NMR spectra····················································································S5 4. Cyclic Voltammogram············································································S6 5. Spectroelectrochemical measurement·························································S7 6. ESR spectrum······················································································ S9 7. DFT calculation···················································································· S10 8. Supporting references············································································ S16 1. General information Reagents and solvents of best grade available were purchased from commercial suppliers and were used without further purification unless otherwise noted. Dried dichloromethane (CH 2 Cl 2 ) was obtained by distillation from CaH 2 under a N 2 atmosphere. Nuclear magnetic resonance (NMR) spectra were recorded on a Bruker Avance 500MHz NMR spectrometer. The resonance frequencies are 500 and 125 MHz for 1 H and 13 C, respectively. Chemical shifts were reported as δ values in ppm relative to tetramethylsilane. High-resolution electron spray ionization time-of-flight mass spectra (HR-ESI-TOF-MS) were measured on JMS- T100LC-AccuTOF and microTOFQII spectrometer (JEOL, Japan). Ultraviolet–visible-near infrared (UV–vis-NIR) absorption spectra were recorded on U-3310 spectrometer (Hitachi, Japan) and V-670KS (JASCO, Japan). Electron spin resonance (ESR) measurement was carried out with a JES-FE1G X-band spectrometer (JEOL) equipped with an Advantest TR-5213 microwave counter and an Echo Electronics EFM-200 NMR field meter. Redox potentials were measured by cyclic voltammetry method on an ALS electrochemical analyzer model 630C in glove box. Cyclic voltammetric measurements were carried out using 1.6 mm diameter platinum working electrode and platinum wire counter electrode 1 Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is © The Royal Society of Chemistry 2018