Next Generation Cuprous Phenanthroline MLCT Photosensitizer Featuring Cyclohexyl Substituents

Rosko, Michael C.; Wells, Kaylee A.; Hauke, Cory E.; Castellano, Felix N.

doi:10.1021/acs.inorgchem.1c01242

Title: Next Generation Cuprous Phenanthroline MLCT Photosensitizer Featuring Cyclohexyl Substituents

Journal Article · Mon Jun 07 00:00:00 EDT 2021 · Inorganic Chemistry

DOI:https://doi.org/10.1021/acs.inorgchem.1c01242· OSTI ID:1786981

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North Carolina State Univ., Raleigh, NC (United States)

A new long–lived, visible light–absorbing homoleptic Cu(I) metal–to–ligand charge transfer (MLCT) photosensitizer [Cu(dchtmp)₂]PF₆ (dchtmp = 2,9–dicyclohexyl–3,4,7,8–tetramethyl–1,10–phenanthroline), has been synthesized, structurally characterized, and evaluated in terms of its molecular photophysics, electrochemistry, and electronic structure. Static and time–resolved transient absorption (TA) and photoluminescence (PL) spectroscopy measured on the title compound in CH₂Cl₂ (τ = 2.6 μs, Φ_PL = 5.5%), CH₃CN (τ = 1.5 μs, Φ_PL = 2.6%), and THF (τ = 2.0 μs, Φ_PL = 3.7%) yielded impressive photophysical metrics even when dissolved in Lewis basic solvents. The combined static spectroscopic data along with ultrafast TA experiments revealed that the pseudo–Jahn–Teller distortion and intersystem crossing dynamics in the MLCT excited state displayed characteristics of being sterically arrested throughout its evolution. Here, electrochemical and static PL data illustrate that [Cu(dchtmp)₂]PF₆ is a potent photoreductant (–1.77 V vs. Fc^+/o in CH₃CN) equal to or greater than all previously investigated homoleptic Cu(I) diimine complexes. Although we successfully prepared the cyclopentyl analog dcptmp (2,9–dicyclopentyl–3,4,7,8–tetramethyl–1,10–phenanthroline) using the same C–C radical coupling photochemistry as dchtmp, the corresponding Cu(I) complex could not be isolated due to the steric hinderance presented at the metal center. Ultimately, the successful preparation of [Cu(dchtmp)₂]⁺ represents a major step forward for the design and discovery of novel earth–abundant photosensitizers made possible through a newly conceived ligand synthetic strategy.

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Research Organization:: North Carolina State University, Raleigh, NC (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0011979

OSTI ID:: 1786981

Alternate ID(s):: OSTI ID: 1812207

Journal Information:: Inorganic Chemistry, Vol. 60, Issue 12; ISSN 0020-1669

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Diimides
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Title: Next Generation Cuprous Phenanthroline MLCT Photosensitizer Featuring Cyclohexyl Substituents

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