Repozytorium

Palladium end-capped polyynes via oxidative addition of 1-haloalkynes to Pd(PPh3)4.

Autorzy

Nurbey Gulia

Bartłomiej Pigulski

Sławomir Szafert

Rok wydania

2015

Czasopismo

Organometallics

Numer woluminu

34

Strony

673-682

DOI

10.1021/om501105w

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

Reported here is the use of 1-haloacetylenes and 1-halopolyynes as synthons for the preparation of new palladium(II) end-capped polyynes. The 1-haloalkynes were obtained in a series of transformations from para-substituted bromoarenes that included Sonogashira coupling followed by halogenation and chain elongation via Cadiot–Chodkiewicz protocol. The key step for the synthesis of metal complexes was oxidative addition of 1-haloalkynes to Pd(PPh3)4, which allowed obtaining a series of metal compounds 15-CnX with carbon chains up to hexatriyne in 75–100% yield. All the compounds were characterized by NMR and HRMS or elemental analysis. The 13C spectra of the 1-haloalkynes showed interesting, although expected, shifts of the carbon chain atoms close to the halogen termini. X-ray crystal structures were obtained for three polyynes—two butadiynes (2-C4[Pd]Br and 3-C4[Pd]Br) and one hexatriyne (1-C6[Pd]Br)—and the latter is the first reported X-ray crystal structure of palladium end-capped hexatriyne.

Adres publiczny

http://dx.doi.org/10.1021/om501105w

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html

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