Issue 37, 2011
From the journal:

Dalton Transactions

Biaryl formation in the synthesis of endo and exo-platinacycles†

Margarita Crespo,a   Mercè Font-Bardiabc  and  Teresa Calvetb  

a Departament de Química Inorgànica, Universitat de Barcelona, Diagonal 647, Barcelona, Spain
E-mail: margarita.crespo@qi.ub.es
Fax: +34934907725
Tel: +34934039132

b Departament de Cristaŀlografia, Mineralogia i Dipòsits Minerals, Universitat de Barcelona, Martí i Franquès s/n, Barcelona, Spain

c Unitat de difracció de RX, Serveis Científico-Tècnics, Universitat de Barcelona, Solé i Sabarís, 1-3, Barcelona, Spain

Abstract

The reactions of cis-[Pt2(4-MeC6H4)4(μ-SEt2)2] with bifunctional ligands ArCH[double bond, length as m-dash]NCH2(2-XC6H4) containing a C–X bond at the ortho positions of the benzyl ring (Ar = 4-ClC6H4, X = Br (1d); Ar = 2,4,6-(CH3)3C6H2, X = Br (1e); Ar = 2,4,6-(CH3)3C6H2, X = Cl (1f); Ar = 2-CH3C6H4, X = Br (1h); Ar = 2,6-F2C6H3, X = Br (1i)) in refluxing toluene were studied. Several types of platinum(II) cyclometallated compounds containing a biaryl linkage were obtained: i) endo-five-membered with a Pt–C(sp2) bond (2d, 2h), ii) endo-six-membered with a Pt–C(sp3) bond (2e, 2f), and iii) exo-five membered with a Pt–C(sp2) bond (2i). The formed biaryl linkage involves the metallated ring for 2i and the non-metallated ring for the endo-metallacycles. The reaction of compounds 2 with PPh3 produced the corresponding phosphine derivatives, some of which (3d, 3e, 3h and 3i) were characterised crystallographically. In addition, compound [PtBr{2-CH3C6H3C6H4CH[double bond, length as m-dash]NCH2(2-C6H4Br)}SEt2] (2c) containing a seven-membered endo-metallacycle was also obtained and characterised crystallographically.

Graphical abstract: Biaryl formation in the synthesis of endo and exo-platinacycles

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Article information

DOI
https://doi.org/10.1039/C1DT10664C
Article type
Paper
Submitted
14 Apr 2011
Accepted
05 Jul 2011
First published
16 Aug 2011

Dalton Trans., 2011,40, 9431-9438

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Biaryl formation in the synthesis of endo and exo-platinacycles

M. Crespo, M. Font-Bardia and T. Calvet, Dalton Trans., 2011, 40, 9431 DOI: 10.1039/C1DT10664C

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