Repozytorium

Stannylation of unsaturated carbon-carbon bonds by tin tetrachloride.

Autorzy

Izabela Czeluśniak

Marta Jachimowska

Teresa Szymańska-Buzar

Rok wydania

2011

Czasopismo

Journal of Organometallic Chemistry

Numer woluminu

696

Strony

3023-3028

DOI

10.1016/j.jorganchem.2011.06.002

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

The reactions of tin tetrachloride and four terminal alkynes (PhCCH, tBuCCH, nBuCCH, HOCH2CCH), norbornene, and norbornadiene in dichloromethane or chloroform solution lead to the formation of stannylation products, which were characterized by 1H, 13C and 119Sn NMR spectroscopy. Virtually complete α-regioselectivity was obtained in reaction of all four alkynes without any effect of the relative steric bulk of the substituent R at the triple bond of alkyne RCβCαH. The reaction of norbornene and norbornadiene with SnCl4 is stereoselective, giving an exo stannylation product.

Słowa kluczowe

stannylation, Alkynes, norbornene, norbornadiene, NMR

Adres publiczny

https://doi.org/10.1016/j.jorganchem.2011.06.002

Strona internetowa wydawcy

http://www.elsevier.com

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