Aryl-substituted dimethylbenzimidazolines as effective reductants of photoinduced electron transfer reactions
Eietsu Hasegawa,Taku Ohta,Shiori Tsuji,Kazuma Mori,Ken Uchida,Tomoaki Miura,Tadaaki Ikoma,Eiji Tayama,Hajime Iwamoto,Shin-ya Takizawa,Shigeru Murata +10 more
TLDR
In this paper, photoexcitation of the aryl chromophore of a 2-aryl substituted 1,3-dimethylbenzimidazolines (Ar-DMBIH) was investigated.About:
This article is published in Tetrahedron.The article was published on 2015-08-26 and is currently open access. It has received 25 citations till now. The article focuses on the topics: Photoinduced electron transfer & Proton-coupled electron transfer.read more
Citations
More filters
Journal ArticleDOI
Supramolecular Photocatalysts for the Reduction of CO2
Yusuke Tamaki,Osamu Ishitani +1 more
TL;DR: In this article, the authors summarize advances in supramolecular photocatalysts for the reduction of CO2, of which photosensitizer and catalyst units are connected via a bridging ligand.
Journal ArticleDOI
Electrochemical Radical Selenylation/1,2-Carbon Migration and Dowd-Beckwith-Type Ring-Expansion Sequences of Alkenylcyclobutanols.
Yeon Joo Kim,Dae Young Kim +1 more
TL;DR: The present protocol offers a facile way to prepare β-selenated cyclic ketone derivatives under Dowd-Beckwith-type rearrangement and can afford the corresponding one-carbon ring-expanded ketones.
Journal ArticleDOI
Benzimidazolium Naphthoxide Betaine Is a Visible Light Promoted Organic Photoredox Catalyst.
Eietsu Hasegawa,Norihiro Izumiya,Tomoaki Miura,Tadaaki Ikoma,Hajime Iwamoto,Shin-ya Takizawa,Shigeru Murata +6 more
TL;DR: Photoexcited state of -ONap-BI+ generated by visible light irradiation catalyzes the reductive deiodination as well as desulfonylation reactions in which 1,3-dimethyl-2-phenylbenzimidazoline (Ph-BIH) cooperates with as an electron and hydrogen atom donor.
Journal ArticleDOI
Visible Light and Hydroxynaphthylbenzimidazoline Promoted Transition-Metal-Catalyst-Free Desulfonylation of N-Sulfonylamides and N-Sulfonylamines.
Eietsu Hasegawa,Yuto Nagakura,Norihiro Izumiya,Keisuke Matsumoto,Tsukasa Tanaka,Tomoaki Miura,Tadaaki Ikoma,Hajime Iwamoto,Kan Wakamatsu +8 more
TL;DR: The results of studies employing radical probe substrates as well as DFT calculations suggest that selective nitrogen-sulfur bond cleavage of the substrate radical anion generates either a pair of an amide or amine anion and a sulfonyl radical or that of an amidyl or aminyl radical and sulfinate anion, depending on the nature of the N-substituent on the substrate.
Journal ArticleDOI
Visible light-promoted reductive transformations of various organic substances by using hydroxyaryl-substituted benzimidazolines and bases
Eietsu Hasegawa,Norihiro Izumiya,Takuya Fukuda,Kazuki Nemoto,Hajime Iwamoto,Shin-ya Takizawa,Shigeru Murata +6 more
TL;DR: In this paper, single electron transfer from the photoexcited states of benzimidazolines or their deprotonated analogues ( − OAr-DMBIH) to the substrates is proposed to initiate these reactions.
References
More filters
Journal ArticleDOI
Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis
TL;DR: The conversion of these bench stable, benign catalysts to redox-active species upon irradiation with simple household lightbulbs represents a remarkably chemoselective trigger to induce unique and valuable catalytic processes.
Journal ArticleDOI
Visible light photoredox catalysis: applications in organic synthesis
TL;DR: This tutorial review provides a historical overview of visible light photoredox catalysis in organic synthesis along with recent examples which underscore its vast potential to initiate organic transformations.
Journal ArticleDOI
Visible light photocatalysis as a greener approach to photochemical synthesis
TL;DR: Transition metal photocatalysis represents a promising strategy towards the development of practical, scalable industrial processes with great environmental benefits.
Journal ArticleDOI
Solar Synthesis: Prospects in Visible Light Photocatalysis
TL;DR: A variety of reaction types have now been shown to be amenable to visible light photocatalysis via photoinduced electron transfer to or from the transition metal chromophore, as well as energy-transfer processes.
Journal ArticleDOI
Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes
TL;DR: The enantioselective intermolecular α-alkylation of aldehydes has been accomplished using an interwoven activation pathway that combines both the photoredox catalyst Ru(bpy)3Cl2 and an imidazolidinone organocatalyst.