Literature DB >> 30246836

Palladium(0)-catalyzed C(sp3)-Si bond formation via formal carbene insertion into a Si-H bond.

Zhenxing Liu1, Jingfeng Huo, Tianren Fu, Haocheng Tan, Fei Ye, Mohammad Lokman Hossain, Jianbo Wang.   

Abstract

Pd(0)-Catalyzed formal carbene insertion into Si-H bonds has been achieved as an efficient method for C(sp3)-Si bond formation. The reaction, which uses readily available N-tosylhydrazones as the diazo precursors, is highly efficient and shows a wide substrate scope. Rh(ii) and Cu(i) salts, which are the widely used catalysts for carbene insertion reactions, have been proved to be ineffective for the current reaction. A Pd(ii) carbene migratory insertion/reductive elimination mechanism is proposed.

Entities:  

Year:  2018        PMID: 30246836     DOI: 10.1039/c8cc06768f

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


  4 in total

1.  Enantioselective Si-H Insertion Reactions of Diarylcarbenes for the Synthesis of Silicon-Stereogenic Silanes.

Authors:  Jake R Jagannathan; James C Fettinger; Jared T Shaw; Annaliese K Franz
Journal:  J Am Chem Soc       Date:  2020-06-24       Impact factor: 15.419

2.  Silylation of Pyridine, Picolines, and Quinoline with a Zinc Catalyst.

Authors:  Joshua W Prybil; Rodney Wallace; Alexandra Warren; Jordan Klingman; Romane Vaillant; Michael B Hall; Xin Yang; William W Brennessel; Robert M Chin
Journal:  ACS Omega       Date:  2020-01-10

3.  Nickel(ii)-catalyzed reductive silylation of alkenyl methyl ethers for the synthesis of alkyl silanes.

Authors:  Xiaodong Qiu; Li Zhou; Haoran Wang; Lingyi Lu; Yong Ling; Yanan Zhang
Journal:  RSC Adv       Date:  2021-11-18       Impact factor: 3.361

Review 4.  Transition Metal Catalyzed Insertion Reactions with Donor/Donor Carbenes.

Authors:  Benjamin D Bergstrom; Leslie A Nickerson; Jared T Shaw; Lucas W Souza
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-06       Impact factor: 16.823

  4 in total

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