Literature DB >> 29938502

Thirty Years of (TMS)3SiH: A Milestone in Radical-Based Synthetic Chemistry.

Chryssostomos Chatgilialoglu1, Carla Ferreri1, Yannick Landais2, Vitaliy I Timokhin3.   

Abstract

This review is an update on tris(trimethylsilyl)silane, TTMSS, in organic chemistry, focusing on the advancements of the past decade. The overview includes a wide range of chemical processes and synthetic strategies under different experimental conditions, including functional group insertion and transformations, as well as preparation of complex molecules, natural products, polymers, surfaces, and new materials. These results reveal how TTMSS has matured over the past 30 years, and they further establish its value as a free radical reagent with widespread academic and industrial applications.

Entities:  

Year:  2018        PMID: 29938502     DOI: 10.1021/acs.chemrev.8b00109

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  22 in total

1.  Metallaphotoredox-Catalyzed Cross-Electrophile Csp3-Csp3 Coupling of Aliphatic Bromides.

Authors:  Russell T Smith; Xiaheng Zhang; Juan A Rincón; Javier Agejas; Carlos Mateos; Mario Barberis; Susana García-Cerrada; Oscar de Frutos; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2018-12-10       Impact factor: 15.419

2.  Metallaphotoredox Perfluoroalkylation of Organobromides.

Authors:  Xiangbo Zhao; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2020-11-09       Impact factor: 15.419

3.  Cross-Electrophile Coupling of Unactivated Alkyl Chlorides.

Authors:  Holt A Sakai; Wei Liu; Chi Chip Le; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2020-06-26       Impact factor: 15.419

4.  Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism.

Authors:  Wen Zhang; Song Lin
Journal:  J Am Chem Soc       Date:  2020-11-24       Impact factor: 15.419

5.  An Electroreductive Approach to Radical Silylation via the Activation of Strong Si-Cl Bond.

Authors:  Lingxiang Lu; Juno C Siu; Yihuan Lai; Song Lin
Journal:  J Am Chem Soc       Date:  2020-12-08       Impact factor: 15.419

6.  A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides.

Authors:  Tiffany Q Chen; David W C MacMillan
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-05       Impact factor: 15.336

7.  1,5-Hydrogen Atom Transfer/Surzur-Tanner Rearrangement: A Radical Cascade Approach for the Synthesis of 1,6-Dioxaspiro[4.5]decane and 6,8-Dioxabicyclo[3.2.1]octane Scaffolds in Carbohydrate Systems.

Authors:  Elisa I León; Ángeles Martín; Adrián S Montes; Inés Pérez-Martín; María Del Sol Rodríguez; Ernesto Suárez
Journal:  J Org Chem       Date:  2021-09-23       Impact factor: 4.354

Review 8.  Mechanochemistry: New Tools to Navigate the Uncharted Territory of "Impossible" Reactions.

Authors:  Federico Cuccu; Lidia De Luca; Francesco Delogu; Evelina Colacino; Niclas Solin; Rita Mocci; Andrea Porcheddu
Journal:  ChemSusChem       Date:  2022-07-21       Impact factor: 9.140

9.  HARC as an open-shell strategy to bypass oxidative addition in Ullmann-Goldberg couplings.

Authors:  Marissa N Lavagnino; Tao Liang; David W C MacMillan
Journal:  Proc Natl Acad Sci U S A       Date:  2020-08-17       Impact factor: 11.205

10.  Catalyst-free carbosilylation of alkenes using silyl boronates and organic fluorides via selective C-F bond activation.

Authors:  Jun Zhou; Bingyao Jiang; Yamato Fujihira; Zhengyu Zhao; Takanori Imai; Norio Shibata
Journal:  Nat Commun       Date:  2021-06-18       Impact factor: 14.919

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