Literature DB >> 28639662

Recent progress in the catalytic carbene insertion reactions into the silicon-hydrogen bond.

Hoda Keipour1, Virginie Carreras, Thierry Ollevier.   

Abstract

The following review will explore the historical development of Si-H bond insertion reactions, giving an up-to-date account on the metal catalysts often employed, in addition to an assessment of their strengths and weaknesses. Diazo compounds have great synthetic potential as versatile reagents for the formation of metal carbenes, allowing the selective formation of C-C and C-heteroatom bonds and thus the introduction of functional groups into organic molecules. C-Si bond-forming methods, that introduce silicon motifs into organic molecules, rely on catalysts derived from metals such as rhodium, copper, iridium, silver, ruthenium, and iron to achieve the desired activities and selectivities.

Entities:  

Year:  2017        PMID: 28639662     DOI: 10.1039/c7ob00807d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  8 in total

1.  Mechanistic Investigation of Biocatalytic Heme Carbenoid Si-H Insertions.

Authors:  Rahul L Khade; Ajay L Chandgude; Rudi Fasan; Yong Zhang
Journal:  ChemCatChem       Date:  2019-05-08       Impact factor: 5.686

2.  Enantioselective Diarylcarbene Insertion into Si-H Bonds Induced by Electronic Properties of the Carbenes.

Authors:  Liang-Liang Yang; Declan Evans; Bin Xu; Wen-Tao Li; Mao-Lin Li; Shou-Fei Zhu; K N Houk; Qi-Lin Zhou
Journal:  J Am Chem Soc       Date:  2020-07-01       Impact factor: 15.419

3.  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

4.  Origin and Control of Chemoselectivity in Cytochrome c Catalyzed Carbene Transfer into Si-H and N-H bonds.

Authors:  Marc Garcia-Borràs; S B Jennifer Kan; Russell D Lewis; Allison Tang; Gonzalo Jimenez-Osés; Frances H Arnold; K N Houk
Journal:  J Am Chem Soc       Date:  2021-04-28       Impact factor: 16.383

5.  FeII-catalysed insertion reaction of α-diazocarbonyls into X-H bonds (X = Si, S, N, and O) in dimethyl carbonate as a suitable solvent alternative.

Authors:  Nour Tanbouza; Hoda Keipour; Thierry Ollevier
Journal:  RSC Adv       Date:  2019-10-02       Impact factor: 4.036

Review 6.  Recent advances in Cu-catalyzed C(sp3)-Si and C(sp3)-B bond formation.

Authors:  Balaram S Takale; Ruchita R Thakore; Elham Etemadi-Davan; Bruce H Lipshutz
Journal:  Beilstein J Org Chem       Date:  2020-04-15       Impact factor: 2.883

7.  Gold(iii) promoted formation of dihydroquinazolinones: double X-H activation by gold.

Authors:  Veerabhushanam Kadiyala; Perla Bharath Kumar; Komalla Sunil; Chittala Emmaniel Raju; Balasubramanian Sridhar; Galla V Karunakar
Journal:  RSC Adv       Date:  2020-09-28       Impact factor: 4.036

8.  Transient-axial-chirality controlled asymmetric rhodium-carbene C(sp2)-H functionalization for the synthesis of chiral fluorenes.

Authors:  Kuiyong Dong; Xing Fan; Chao Pei; Yang Zheng; Sailan Chang; Ju Cai; Lihua Qiu; Zhi-Xiang Yu; Xinfang Xu
Journal:  Nat Commun       Date:  2020-05-12       Impact factor: 14.919

  8 in total

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