Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6

Guillaume Berthon-Gelloz, Jean Marc Schumers, Fabio Lucaccioni, Bernard Tinant, Johan Wouters, István E. Markó

Research output: Contribution to journalArticle

Abstract

The one-pot synthesis of useful [Pt2(0)(η4-1,6- diene)3] complexes, directly from H2PtCl 6·xH2O, has remained an unaddressed problem. We have found that the treatment of an i-PrOH solution of H2PtCl 6-XH2O by (Me3SiO)2MeSi(CH=CH 2), in the presence of allyl ether (AE), followed by reaction of the in situ generated Pt(O) species with IPr carbene (IPr =1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene) enables the isolation of (IPr)Pt(AE) (I) in 50-70% yield. The scope of this method has been extended to other (L)Pt(1,6-diene) complexes (L = 1,3-dicyclohexylimidazol-2-ylidene, triphenylphoshine; 1,6-diene = diethyl 2,2-diallylmalonate (DAM)), and the molecular structure of the (IPr)Pt(DAM) (4) complex has been unequivocally determined by a single-crystal X-ray diffraction analysis. These results are significant for the formation of active L-Pt(O) fragments in catalysis.

Original languageEnglish
Pages (from-to)5731-5734
Number of pages4
JournalOrganometallics
Volume26
Issue number23
DOIs
Publication statusPublished - 5 Nov 2007

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dienes
Ether
ethers
synthesis
methylidyne
X ray diffraction analysis
Molecular structure
Catalysis
Single crystals
carbenes
imidazoles
catalysis
isolation
molecular structure
fragments
single crystals
diffraction
x rays
1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene
carbene

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Berthon-Gelloz, G., Schumers, J. M., Lucaccioni, F., Tinant, B., Wouters, J., & Markó, I. E. (2007). Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6. Organometallics, 26(23), 5731-5734. https://doi.org/10.1021/om7007088
Berthon-Gelloz, Guillaume ; Schumers, Jean Marc ; Lucaccioni, Fabio ; Tinant, Bernard ; Wouters, Johan ; Markó, István E. / Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6. In: Organometallics. 2007 ; Vol. 26, No. 23. pp. 5731-5734.
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Berthon-Gelloz, G, Schumers, JM, Lucaccioni, F, Tinant, B, Wouters, J & Markó, IE 2007, 'Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6', Organometallics, vol. 26, no. 23, pp. 5731-5734. https://doi.org/10.1021/om7007088

Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6. / Berthon-Gelloz, Guillaume; Schumers, Jean Marc; Lucaccioni, Fabio; Tinant, Bernard; Wouters, Johan; Markó, István E.

In: Organometallics, Vol. 26, No. 23, 05.11.2007, p. 5731-5734.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6

AU - Berthon-Gelloz, Guillaume

AU - Schumers, Jean Marc

AU - Lucaccioni, Fabio

AU - Tinant, Bernard

AU - Wouters, Johan

AU - Markó, István E.

PY - 2007/11/5

Y1 - 2007/11/5

N2 - The one-pot synthesis of useful [Pt2(0)(η4-1,6- diene)3] complexes, directly from H2PtCl 6·xH2O, has remained an unaddressed problem. We have found that the treatment of an i-PrOH solution of H2PtCl 6-XH2O by (Me3SiO)2MeSi(CH=CH 2), in the presence of allyl ether (AE), followed by reaction of the in situ generated Pt(O) species with IPr carbene (IPr =1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene) enables the isolation of (IPr)Pt(AE) (I) in 50-70% yield. The scope of this method has been extended to other (L)Pt(1,6-diene) complexes (L = 1,3-dicyclohexylimidazol-2-ylidene, triphenylphoshine; 1,6-diene = diethyl 2,2-diallylmalonate (DAM)), and the molecular structure of the (IPr)Pt(DAM) (4) complex has been unequivocally determined by a single-crystal X-ray diffraction analysis. These results are significant for the formation of active L-Pt(O) fragments in catalysis.

AB - The one-pot synthesis of useful [Pt2(0)(η4-1,6- diene)3] complexes, directly from H2PtCl 6·xH2O, has remained an unaddressed problem. We have found that the treatment of an i-PrOH solution of H2PtCl 6-XH2O by (Me3SiO)2MeSi(CH=CH 2), in the presence of allyl ether (AE), followed by reaction of the in situ generated Pt(O) species with IPr carbene (IPr =1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene) enables the isolation of (IPr)Pt(AE) (I) in 50-70% yield. The scope of this method has been extended to other (L)Pt(1,6-diene) complexes (L = 1,3-dicyclohexylimidazol-2-ylidene, triphenylphoshine; 1,6-diene = diethyl 2,2-diallylmalonate (DAM)), and the molecular structure of the (IPr)Pt(DAM) (4) complex has been unequivocally determined by a single-crystal X-ray diffraction analysis. These results are significant for the formation of active L-Pt(O) fragments in catalysis.

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U2 - 10.1021/om7007088

DO - 10.1021/om7007088

M3 - Article

VL - 26

SP - 5731

EP - 5734

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 23

ER -

Berthon-Gelloz G, Schumers JM, Lucaccioni F, Tinant B, Wouters J, Markó IE. Expedient, direct synthesis of (L)Pt(0)(1,6-diene) complexes from H 2PtCl6. Organometallics. 2007 Nov 5;26(23):5731-5734. https://doi.org/10.1021/om7007088