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Palladium(II) Complexes derived from the Potentially Chelating Ligands 2,2,NN-Tetramethylpent-4-enylamine and 2,2-Dimethylpent-4-enyl Methyl Sulphide. Crystal Structures of Dichloropalladium(II) and Chloro<1-3-η-syn-1-(1,1'-dimethyl-2'-met...

DOI: 10.1039/DT9800000137

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 137 - 144 (1980)

Update date:2022-08-17

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Authors:

McCrindle, RobertMcCrindle, Robert

Alyea, Elmer C.Alyea, Elmer C.

Ferguson, GeorgeFerguson, George

Dias, Shelton A.Dias, Shelton A.

McAlees, Alan J.McAlees, Alan J.

Parvez, MasoodParvez, Masood

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Article abstract of DOI:10.1039/DT9800000137

Reaction of PdX2.2PhCN (X=Cl or Br) with 2,2,NN-tetramethylpent-4-enylamine (1a) gives complexes (2) of stoicheiometry PdX2.(1a) in which Pd-X has added to the olefinic bond to generate a seven-membered chelate ring.In contrast, 2,2-dimethylpent-4-enyl methyl sulphide (1b) initially gives labile olefinic complexes, which readily rearrange to the derivatives (5a) and (5b) of 2,2-dimethylpent-(E)-3-enyl methyl sulphide (13).Variable-temperature 1H n.m.r. studies show that at low temperatures (5a) and (5b) exist in solution as pairs of epimers at sulphur, while heating leads first to equilibration of the epimers and then to labilisation of the metal-olefin bond.The ?-allyl species (6a) and (6b) have been prepared from (5a) and (5b).X-Ray structures of (5a) and (6a) are reported.Crystals of (5a) are monoclinic, space group P21/n with Z=4 in a unit cell of dimensions a=8.365(2), b=15.068(2), c=9.595(1) Angstroem, and β=94.00(1) deg.Crystals of (6a) are monoclinic, space group P21/c, with Z=4 in a unit cell of dimensions a=6.583, b=12.462, c=12.859(6) Angstroem, and β=96.20(5) deg.Both structures have been solved by the heavy-atom method and refined by full-matrix least-squares calculations to R=0.023 for 2 414 reflections for (5a) and to R=0.046 for 2 515 reflections for (6a).The five-membered chelate rings in (5a) and (6a) have C(2)-envelope conformations.In (5a) principal dimensions are Pd-Cl 2.313 and 2.320(1), Pd-S 2.269(1), and Pd-C 2.195 and 2.231(3) Angstroem, and the interplanar angle between the PdCl2S plane and the Pd-ethylenic carbon plane is 96.0 deg.In (6a) dimensions are Pd-Cl 2.381(1), Pd-S 2.364(1), Pd-C 2.089,2.120, and 2.173(5) Angstroem; the plane of the allyl moiety forms a dihedral angle of 116.4 deg with the PdSClC(5) plane.

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