Chlorin p6 Cycloimides: Syntheses, Properties and Possible Fields of Application

Lebedeva, Victoriya S.; Ruziev, Ramzes D.; Миронов, А. Ф.

doi:10.6060/mhc2012.120152l

Cited by 4 publications

(1 citation statement)

References 49 publications

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“…While chlorin-imides remain of active interest, − one drawback of naturally derived chlorin-imides is the limited control over the nature of substituents at other sites about the perimeter of the macrocycle. We recently developed a de novo synthesis of chlorin-imides beginning with simple, readily available starting materials (Chart ; bottom) .…”

Section: Introductionmentioning

confidence: 99%

Photophysical Properties and Electronic Structure of Chlorin-Imides: Bridging the Gap between Chlorins and Bacteriochlorins

et al. 2015

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Efficient light harvesting for molecular-based solar-conversion systems requires absorbers that span the photon-rich red and near-infrared (NIR) regions of the solar spectrum. Reported herein are the photophysical properties of a set of six chlorin-imides and nine synthetic chlorin analogues that extend the absorption deeper (624-714 nm) into these key spectral regions. These absorbers help bridge the gap between typical chlorins and bacteriochlorins. The new compounds have high fluorescence quantum yields (0.15-0.34) and long singlet excited-state lifetimes (4.2-10.9 ns). The bathochromic shift in Qy absorption is driven by substituent-based stabilization of the lowest unoccupied molecular orbital, with the largest shifts for chlorins that bear an electron-withdrawing, conjugative group at the 3-position in combination with a 13,15-imide ring.

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