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Donato, Mariangela Di
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article
Triplet Excited State Mechanistic Study of meso‐Substituted Methylthio Bodipy Derivative: Time‐Resolved Optical and Electron Paramagnetic Resonance Spectral Studies
Abstract
<jats:title>Abstract</jats:title><jats:p>Understanding the intersystem crossing (ISC) mechanism of organic compounds is essential for designing new triplet photosensitizers. Herein, we investigated the ISC mechanism of a heavy atom‐free Bodipy derivative with thiomethyl substitution (<jats:bold>S−BDP</jats:bold>). A long‐lived triplet state was observed with nanosecond transient absorption spectroscopy with lifetime of 7.5 ms in a polymer film and 178 μs intrinsic lifetime in fluid solution, much longer as compared with what was previously reported (apparent triplet lifetime=15.5 μs). Femtosecond transient absorption studies retrieved an ISC time constant of ∼3 ns. Time‐resolved electron paramagnetic resonance (TREPR) indicated a special triplet electron spin polarization phase (ESP) pattern (<jats:italic>a, e, a, e, a, e</jats:italic>) for <jats:bold>S−BDP</jats:bold>, different from the ESP (<jats:italic>e, e, e, a, a, a</jats:italic>) typical for the spin‐orbital coupling (SOC) mechanism. This indicates that the electron spin selectivity of the ISC of <jats:bold>S−BDP</jats:bold> is different from that of the normal SOC effect in iodo‐Bodipy. Simulations of the TREPR spectra give a zero‐field‐splitting <jats:italic>D</jats:italic> parameter of −2257 MHz, much smaller as compared to the reference 2,6‐diiodo‐Bodipy (<jats:italic>D</jats:italic>=−4380 MHz). The computed SOC matrix elements (0.28–1.59 cm<jats:sup>−1</jats:sup>) and energy gaps for the S<jats:sub>1</jats:sub>/T<jats:sub>n</jats:sub> states suggest that the energy matching between the S<jats:sub>1</jats:sub> and T<jats:sub>2</jats:sub>/T<jats:sub>3</jats:sub> states (supported by the largest <jats:italic>k</jats:italic><jats:sub>ISC</jats:sub> ∼10<jats:sup>9</jats:sup> s<jats:sup>−1</jats:sup>) enhances the ISC for this compound.</jats:p>