Ruthenium-catalyzed hydrosilylation of alkynes by using hydrooligosilanes without Si–Si bond cleavage

Kanno, Ken‐ichiro; Aikawa, Yumi; Kyushin, Soichiro

doi:10.1016/j.tetlet.2020.152274

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Investigation Of Regio-and Diastereoselectivity1

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Cited by 7 publications

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“…23,40,41 Recently, Kyushin reported Rucatalyzed (E)-or (Z)-selective hydrosilylation of alkynes and hydrooligosilanes without Si-Si bond cleavage. 29,42 We envisioned that (E)-selective addition of cyclosilanes to alkynes could yield s,p-conjugated cyclosilanes. As Kyushin's study focused on linear monohydrosilanes like H-SiMe 2 SiMe 2 -Ph, our initial focus was regioselectivity with tetrafunctional 1,4Si 6 (Table 1 and Fig.…”

Section: Investigation Of Regio-and Diastereoselectivitymentioning

confidence: 99%

Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

et al. 2022

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Section: Investigation Of Regio-and Diastereoselectivitymentioning

confidence: 99%

Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

et al. 2022

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Functionalized Alkenes from Hydrofunctionalization of Alkynes

2022

Addition Reactions With Unsaturated Hydrocarbons

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An Electrochemical Strategy to Synthesize Disilanes and Oligosilanes from Chlorosilanes**

Guan

Jiang

et al. 2023

Angewandte Chemie

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Silanes are important compounds in industrial and synthetic chemistry. Here, we develop a general approach for the synthesis of disilanes as well as linear and cyclic oligosilanes via the reductive activation of readily available chlorosilanes. The efficient and selective generation of silyl anion intermediates, which are arduous to achieve by other means, allows for the synthesis of various novel oligosilanes by heterocoupling. In particular, this work presents a modular synthesis for a variety of functionalized cyclosilanes, which may give rise to materials with distinct properties from linear silanes but remain challenging synthetic targets. In comparison to the traditional Wurtz coupling, our method features milder conditions and improved chemoselectivity, broadening the functional groups that are compatible in oligosilane preparation. Computational studies support a mechanism whereby differential activation of sterically and electronically distinct chlorosilanes are achieved in an electrochemically driven radical‐polar crossover mechanism.

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Ruthenium-catalyzed hydrosilylation of alkynes by using hydrooligosilanes without Si–Si bond cleavage

Cited by 7 publications

References 66 publications

Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

Functionalized Alkenes from Hydrofunctionalization of Alkynes

An Electrochemical Strategy to Synthesize Disilanes and Oligosilanes from Chlorosilanes**

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