Literature DB >> 26121238

Tailoring flavins for visible light photocatalysis: organocatalytic [2+2] cycloadditions mediated by a flavin derivative and visible light.

Viktor Mojr1, Eva Svobodová, Karolína Straková, Tomáš Neveselý, Josef Chudoba, Hana Dvořáková, Radek Cibulka.   

Abstract

A new application of flavin derivatives in visible light photocatalysis was found. 1-Butyl-7,8-dimethoxy-3-methylalloxazine, when irradiated by visible light, was shown to allow an efficient cyclobutane ring formation via an intramolecular [2+2] cycloaddition of both styrene dienes, considered as electron-rich substrates, and electron-poor bis(arylenones), presumably proceeding via an energy transfer mechanism.

Entities:  

Year:  2015        PMID: 26121238     DOI: 10.1039/c5cc01344e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  12 in total

1.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

2.  Evidence for Triplet Sensitization in the Visible-Light-Induced [2+2] Photocycloaddition of Eniminium Ions.

Authors:  Fabian M Hörmann; Tim S Chung; Elsa Rodriguez; Matthias Jakob; Thorsten Bach
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-13       Impact factor: 15.336

3.  Redox-Neutral Dual Functionalization of Electron-Deficient Alkenes.

Authors:  Fredrik Pettersson; Giulia Bergonzini; Carlo Cassani; Carl-Johan Wallentin
Journal:  Chemistry       Date:  2017-05-10       Impact factor: 5.236

Review 4.  Photocatalysis with organic dyes: facile access to reactive intermediates for synthesis.

Authors:  Stephanie G E Amos; Marion Garreau; Luca Buzzetti; Jerome Waser
Journal:  Beilstein J Org Chem       Date:  2020-05-29       Impact factor: 2.883

5.  Design of peptide-containing N5-unmodified neutral flavins that catalyze aerobic oxygenations.

Authors:  Yukihiro Arakawa; Ken Yamanomoto; Hazuki Kita; Keiji Minagawa; Masami Tanaka; Naoki Haraguchi; Shinichi Itsuno; Yasushi Imada
Journal:  Chem Sci       Date:  2017-05-30       Impact factor: 9.825

Review 6.  Recent Visible Light and Metal Free Strategies in [2+2] and [4+2] Photocycloadditions.

Authors:  Marina Sicignano; Ricardo I Rodríguez; José Alemán
Journal:  European J Org Chem       Date:  2021-06-10

7.  Understanding the mechanism of direct visible-light-activated [2 + 2] cycloadditions mediated by Rh and Ir photocatalysts: combined computational and spectroscopic studies.

Authors:  Hoimin Jung; Mannkyu Hong; Marianna Marchini; Marco Villa; Philipp S Steinlandt; Xiaoqiang Huang; Marcel Hemming; Eric Meggers; Paola Ceroni; Jiyong Park; Mu-Hyun Baik
Journal:  Chem Sci       Date:  2021-06-23       Impact factor: 9.825

8.  Chemo- and Stereoselective Intermolecular [2+2] Photocycloaddition of Conjugated Dienes using Colloidal Nanocrystal Photocatalysts.

Authors:  Yishu Jiang; Muwen Yang; Yue Wu; Rafael López-Arteaga; Cameron R Rogers; Emily A Weiss
Journal:  Chem Catal       Date:  2021-03-02

9.  Enantioselective Lewis Acid Catalyzed ortho Photocycloaddition of Olefins to Phenanthrene-9-carboxaldehydes.

Authors:  Simone Stegbauer; Christian Jandl; Thorsten Bach
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-05       Impact factor: 15.336

10.  Highly luminescent palladium(ii) complexes with sub-millisecond blue to green phosphorescent excited states. Photocatalysis and highly efficient PSF-OLEDs.

Authors:  Pui-Keong Chow; Gang Cheng; Glenna So Ming Tong; Chensheng Ma; Wai-Ming Kwok; Wai-Hung Ang; Clive Yik-Sham Chung; Chen Yang; Feng Wang; Chi-Ming Che
Journal:  Chem Sci       Date:  2016-06-15       Impact factor: 9.825

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