Synthesis of the First Stable Palladium Allenylidene Complexes

Kessler, Florian; Szesni, Normen; Põhako, Kaija; Weibert, Bernhard; Fischer, Helmut

Synthesis of the First Stable Palladium Allenylidene Complexes

Dateien

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Datum

2009

Autor:innen

Kessler, Florian

Szesni, Normen

Põhako, Kaija

Weibert, Bernhard

Fischer, Helmut

Publikationstyp

Zeitschriftenartikel

unikn.publication.listelement.citation.prefix.version.undefined

Organometallics. 2009, 28(1), pp. 348-354. ISSN 0276-7333. eISSN 1520-6041. Available under: doi: 10.1021/om800843e

Zusammenfassung

Oxidative addition of BrCCC(=O)NR2 to [Pd(PPh3)4] affords the trans-alkynylbromopalladium complexes trans-[Br(PPh3)2Pd−CCC(=O)NR2] (NR2 = NMe2 (2a), N(CH2)4) (2b)). Subsequent reaction of 2a,b with PiPr3 in excess gives trans-[Br(PiPr3)2Pd−CCC(=O)NR2] (5a,b). The analogous reaction of 2b with P(C6H4OMe-4)3 gives trans-[Br(P{C6H4OMe-4}3)2Pd−CCC(=O)NR2] (7b), and that of 2a with trifluoroacetate gives trans-[(F3CCOO)(PPh3)2Pd−CCC(=O)NMe2] (9a). Methylation of 2a,b, 7b, and 9a with either MeOTf or [Me3O]BF4 and ethylation of 2a,b with [Et3O]BF4 yield the first cationic allenylidene complexes of palladium, trans-[R*(PR′3)2Pd−CCC(OMe)NR2]+X− (R* = Br, CF3COO; R′ = Ph, C6H4OMe-4, iPr; X = OTf, BF4).

Fachgebiet (DDC)

540 Chemie

Schlagwörter

Allenylidene complexes, Palladium, Alkinyl complexes

Zitieren

ISO 690

KESSLER, Florian, Normen SZESNI, Kaija PÕHAKO, Bernhard WEIBERT, Helmut FISCHER, 2009. Synthesis of the First Stable Palladium Allenylidene Complexes. In: Organometallics. 2009, 28(1), pp. 348-354. ISSN 0276-7333. eISSN 1520-6041. Available under: doi: 10.1021/om800843e

BibTex

@article{Kessler2009Synth-9993,
  year={2009},
  doi={10.1021/om800843e},
  title={Synthesis of the First Stable Palladium Allenylidene Complexes},
  number={1},
  volume={28},
  issn={0276-7333},
  journal={Organometallics},
  pages={348--354},
  author={Kessler, Florian and Szesni, Normen and Põhako, Kaija and Weibert, Bernhard and Fischer, Helmut}
}

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    <dcterms:abstract xml:lang="eng">Oxidative addition of BrCCC(=O)NR2 to [Pd(PPh3)4] affords the trans-alkynylbromopalladium complexes trans-[Br(PPh3)2Pd−CCC(=O)NR2] (NR2 = NMe2 (2a), N(CH2)4) (2b)). Subsequent reaction of 2a,b with PiPr3 in excess gives trans-[Br(PiPr3)2Pd−CCC(=O)NR2] (5a,b). The analogous reaction of 2b with P(C6H4OMe-4)3 gives trans-[Br(P{C6H4OMe-4}3)2Pd−CCC(=O)NR2] (7b), and that of 2a with trifluoroacetate gives trans-[(F3CCOO)(PPh3)2Pd−CCC(=O)NMe2] (9a). Methylation of 2a,b, 7b, and 9a with either MeOTf or [Me3O]BF4 and ethylation of 2a,b with [Et3O]BF4 yield the first cationic allenylidene complexes of palladium, trans-[R*(PR′3)2Pd−CCC(OMe)NR2]+X− (R* = Br, CF3COO; R′ = Ph, C6H4OMe-4, iPr; X = OTf, BF4).</dcterms:abstract>
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