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Issue 39, 2013
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Syntheses of Pd(II)/Pt(II) complexes with non-chelating 4-pyridylselenolate ligand ranging from mononuclear to macrocyclic structures and their utility as catalysts in Suzuki C–C coupling reaction

K. V. Vivekananda,a  S. Dey,*a  A. Wadawale,a  N. Bhuvaneshb  and  V. K. Jain*a 
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* Corresponding authors

a Chemistry Division, Bhabha Atomic Research Centre, Mumbai-400 085, India
E-mail: dsandip@barc.gov.in, jainvk@barc.gov.in

b Department of Chemistry, Texas A&M University, PO Box 30012, College Station, USA

Abstract

Treatment of Na2PdCl4 or [MCl2(PhCN)2] with bis(4-pyridyl)diselenide yielded an insoluble product of composition [MCl2(4,4′-(C5H4N)2Se2)]n (1). The reactions of Na2PdCl4 with one and two eq. of Na(4-SeC5H4N) afforded insoluble products [PdCl(4-SeC5H4N)]n (2) and [Pd(4-SeC5H4N)2]n (3), respectively. On treatment with PPh3, 2 and 3 gave trans-[PdCl(4-SeC5H4N)(PPh3)2] (4a) and trans-[Pd(4-SeC5H4N)2(PPh3)2] (5a), respectively. The oxidative addition of bis(4-pyridyl)diselenide to Pt(PPh3)4 exclusively yielded trans-[Pt(4-SeC5H4N)2(PPh3)2] (5b). The treatment of two eq. of Na(4-SeC5H4N) with cis-[PtX2(PR3)2] afforded 5b (X = Cl) and trans-[Pt(4-SeC5H4N)2(PEt3)2] (5c) (X = Cl or CF3SO3). The reactions of cis-[MCl2(P∩P)] and [M2Cl2(μ-Cl)2(PR3)2] with two eq. of Na(4-SeC5H4N) exclusively yielded cis-[M(4-SeC5H4N)2(P∩P)] (M/P∩P = Pd/dppe (6a), Pt/dppm (6b) and Pt/dppp (6c)) and [MCl(4-SeC5H4N)(PR3)]n (7), respectively. The complex trans-[PtCl(4-SeC5H4N)(PEt3)2] (4b) was isolated from the redistribution reaction between 5c and cis-[PtCl2(PEt3)2]. The complex [PdCl(4-SeC5H4N)(PPh3)]n (7b) exists in bi- and tri-nuclear forms, whereas [MCl(4-SeC5H4N)(PEt3)]n (7a, 7c) and [PtCl(4-SeC5H4N)(PMe2Ph)]n (7d) retain their trinuclear structure in solution. Molecular structures of 4a, 4b, 5a, 5c, 6a, 6c, 7a, 7b and 7c were established by single crystal X-ray diffraction analyses. The complexes trans-[PdCl(4-SeC5H4N)(PPh3)2] and [PdCl(4-SeC5H4N)(PPh3)]n can act as catalysts for Suzuki C–C cross coupling reaction.

Graphical abstract: Syntheses of Pd(ii)/Pt(ii) complexes with non-chelating 4-pyridylselenolate ligand ranging from mononuclear to macrocyclic structures and their utility as catalysts in Suzuki C–C coupling reaction

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Publication details

The article was received on 07 Jun 2013, accepted on 12 Jul 2013 and first published on 16 Jul 2013


Article type: Paper
DOI: 10.1039/C3DT51510A
Citation: Dalton Trans., 2013,42, 14158-14167
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    Syntheses of Pd(II)/Pt(II) complexes with non-chelating 4-pyridylselenolate ligand ranging from mononuclear to macrocyclic structures and their utility as catalysts in Suzuki C–C coupling reaction

    K. V. Vivekananda, S. Dey, A. Wadawale, N. Bhuvanesh and V. K. Jain, Dalton Trans., 2013, 42, 14158
    DOI: 10.1039/C3DT51510A

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