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Platinum Catalysed Hydrostannylation of Terminal Alkynes: Highly Selective Synthesis of Vinyl Stannanes

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Platinum Catalysed Hydrostannylation of Terminal Alkynes: Highly Selective Synthesis of Vinyl Stannanes. / Roberts, Dean; McLaughlin, Mark.
In: Advanced Synthesis & Catalysis, Vol. 365, No. 10, 23.05.2023, p. 1602-1606.

Research output: Contribution to Journal/MagazineJournal articlepeer-review

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Roberts D, McLaughlin M. Platinum Catalysed Hydrostannylation of Terminal Alkynes: Highly Selective Synthesis of Vinyl Stannanes. Advanced Synthesis & Catalysis. 2023 May 23;365(10):1602-1606. Epub 2023 May 16. doi: 10.1002/adsc.202300379

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Roberts, Dean ; McLaughlin, Mark. / Platinum Catalysed Hydrostannylation of Terminal Alkynes : Highly Selective Synthesis of Vinyl Stannanes. In: Advanced Synthesis & Catalysis. 2023 ; Vol. 365, No. 10. pp. 1602-1606.

Bibtex

@article{d82bb22ec3d6420aa300c89da031b9c2,
title = "Platinum Catalysed Hydrostannylation of Terminal Alkynes: Highly Selective Synthesis of Vinyl Stannanes",
abstract = "We present the first study on the application of platinum complexes in the hydrostannylation of terminal alkynes. A range of platinum complexes were screened, with PtCl 2/XPhos proving to provide the best selectivity for the β-(E)-vinyl stannane. The catalyst system is able to provide the corresponding vinyl stannane in selectivities which surpasses that which is typically afforded under palladium catalysis. Additionally, a telescoped hydrometallation/cross-coupling sequence has been developed, allowing for application of the vinyl stannanes without excessive manipulation or purification of the intermediate stannane. (Figure presented.).",
keywords = "Hydrometallation, Organostannanes, Cross-coupling, Platinum",
author = "Dean Roberts and Mark McLaughlin",
year = "2023",
month = may,
day = "23",
doi = "10.1002/adsc.202300379",
language = "English",
volume = "365",
pages = "1602--1606",
journal = "Advanced Synthesis & Catalysis",
issn = "1615-4150",
publisher = "Wiley",
number = "10",

}

RIS

TY - JOUR

T1 - Platinum Catalysed Hydrostannylation of Terminal Alkynes

T2 - Highly Selective Synthesis of Vinyl Stannanes

AU - Roberts, Dean

AU - McLaughlin, Mark

PY - 2023/5/23

Y1 - 2023/5/23

N2 - We present the first study on the application of platinum complexes in the hydrostannylation of terminal alkynes. A range of platinum complexes were screened, with PtCl 2/XPhos proving to provide the best selectivity for the β-(E)-vinyl stannane. The catalyst system is able to provide the corresponding vinyl stannane in selectivities which surpasses that which is typically afforded under palladium catalysis. Additionally, a telescoped hydrometallation/cross-coupling sequence has been developed, allowing for application of the vinyl stannanes without excessive manipulation or purification of the intermediate stannane. (Figure presented.).

AB - We present the first study on the application of platinum complexes in the hydrostannylation of terminal alkynes. A range of platinum complexes were screened, with PtCl 2/XPhos proving to provide the best selectivity for the β-(E)-vinyl stannane. The catalyst system is able to provide the corresponding vinyl stannane in selectivities which surpasses that which is typically afforded under palladium catalysis. Additionally, a telescoped hydrometallation/cross-coupling sequence has been developed, allowing for application of the vinyl stannanes without excessive manipulation or purification of the intermediate stannane. (Figure presented.).

KW - Hydrometallation

KW - Organostannanes

KW - Cross-coupling

KW - Platinum

U2 - 10.1002/adsc.202300379

DO - 10.1002/adsc.202300379

M3 - Journal article

VL - 365

SP - 1602

EP - 1606

JO - Advanced Synthesis & Catalysis

JF - Advanced Synthesis & Catalysis

SN - 1615-4150

IS - 10

ER -