Indole fused heterocycles as sensitizers in dye-sensitized solar cells: an overview

Nitha, P R; Soman, Suraj; John, Jubi

doi:10.1039/d1ma00499a

Cited by 59 publications

(27 citation statements)

References 166 publications

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“…In recent years, extended N-heterocyclic arenes attracted increasing attention in the field of organic electronics. , Their low band gap combined with high physical and chemical stability enable their use in various devices including organic field-effect transistors, − organic photovoltaics, , or organic light-emitting diodes (OLEDs). , Constant evolution in the field of organic electronics and a need for higher energy efficacy emphasize the importance for synthetic strategies toward new N-heterocyclic arenes and the investigation of their photophysical properties.…”

Section: Introductionmentioning

confidence: 99%

Efficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study

et al. 2022

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New N-heterocyclic fluorophores are sought-after compounds for organic electronic devices. Here, we report on a straightforward synthesis to access meta/para-dipyrrolobenzenes and para-dipyrrolopyrazines in high yields using a bidirectional gold-catalyzed cyclization strategy. The versatility of our reaction protocol was showcased by preparing dipyrroloarenes with different substituents, various functional groups, and in a multitude of substitution patterns. Furthermore, we showed that the dipyrroloarenes can be post-modified by N-alkylation to improve the solubility or bromination to yield precursors for further derivatization via cross-coupling. Investigation of the photophysical properties of themostly unprecedenteddipyrroloarenes identified strong blue emitters such as the diphenyl metadipyrrolobenzene with a quantum yield of 98%. Moreover, we showed that changes in the solvent polarity or interactions with Lewis acids such as borane can be used to fine-tune the photophysical properties of the fluorophores.

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Section: Introductionmentioning

confidence: 99%

Efficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study

et al. 2022

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“…3 Indoles are among the most privileged structural motifs in diverse applications including materials science fields. 4 Recently, the Kang group introduced an indole-fused pentacyclic system, diphenyldibenzo-carbazole (CBZ6), 5 as an efficient organophotocatalyst with excellent photophysical properties (Scheme 1a). A tetracyclic indole-fused 6 H -isoindolo[2,1- a ]indol-6-one derivative, which has been known to show various biological properties, could also show interesting photophysical and electrochemical properties due to its highly conjugated structure and the presence of heteroatoms.…”

Section: Introductionmentioning

confidence: 99%

Sustainable preparation of photoactive indole-fused tetracyclic molecules: a new class of organophotocatalysts

et al. 2022

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“…N-heterocyclic compounds, as an important framework, feature widely in pharmaceuticals, dyes, agrochemicals, and functional materials (16)(17)(18)(19). The widespread interest in these privileged scaffolds has promoted extensive studies on their synthesis.…”

Section: Introductionmentioning

confidence: 99%

Cooperative chemoenzymatic synthesis of N-heterocycles via synergizing bio- with organocatalysis

Tan

Zhang

et al. 2022

Sci. Adv.

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Inspired by Nature’s ingenuity, considerable progress has been made in recent years to develop chemoenzymatic processes by the integration of environmentally friendly feature of biocatalysis with versatile reactivity of chemocatalysis. However, the current types of chemoenzymatic processes are relatively few and mostly rely on metal catalysts. Here, we report a previously unexplored cooperative chemoenzymatic system for the synthesis of N-heterocycles. Starting from alcohols and amines, benzimidazole, pyrazine, quinazoline, indole, and quinoline can be obtained in excellent yields in water with O 2 as the terminal oxidant. Synthetic bridged flavin analog is served as a bifunctional organocatalyst for the regeneration of cofactor nicotinamide adenine dinucleotide in the bioprocess and oxidative cyclodehydrogenation in the chemoprocess. Compared to the classical acceptorless dehydrogenative coupling strategy, being metal and base free, requiring only water as solvent, and not needing atmosphere protection were observed for the present method, exhibiting a favorable green and sustainable alternative.

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Indole fused heterocycles as sensitizers in dye-sensitized solar cells: an overview

Abstract: The past three decades have witnessed extensive research in developing a range of non-metallic organic dyes for dye sensitized solar cells (DSSC). Dyes occupy a prominent position among components in...

Cited by 59 publications

References 166 publications

Efficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study

Efficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study

Sustainable preparation of photoactive indole-fused tetracyclic molecules: a new class of organophotocatalysts

Cooperative chemoenzymatic synthesis of N-heterocycles via synergizing bio- with organocatalysis

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