Complexes of Bis(chlorodimethylstannyl)- and Bis(dichloromethylstannyl)methanes with Aromatic Nitrogen Heterocycles

Martin Austin, Kassu Gebreyes, Henry G. Kuivila, Kamal Swami, Jon A. Zubieta

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51 Scopus citations

Abstract

The preparations and structures determined by X-ray diffraction of the following complexes of bis-(chlorodimethylstannyl)methane and bis(dichloromethylstannyl)methane with aromatic nitrogen heterocycles are described: CH2(ClMe2Sn)2.C5H5N (U (C5H4N = pyridine); CH2(ClMe2Sn)2-C4H4N2(2) (C4H4N2= pyridazine); CH2(Cl2MeSn)2-2C4H4N2(3) (C4H4N2= pyridazine); CH2(ClMe2Sn)2' 2C3H4N2(4) (C3H4N2= pyrazole); CH2(ClMe2Sn)2-C4H4N2(5) (C4H4N2= pyrazine); CH2(Cl2MeSn)2*C4H4N2(6) (C4H4N2= pyrazine); CH2(Cl2MeSn)2*bpy (7) (bpy = bipyridyl). Crystal data are as follows. 1: triclinic P1, a-7.192 (2) Å, b = 10.175 (2) Å, c = 12.853 (3) Å, a = 111.76 (1)°, S = 95.09 (1)°, 7 = 105.40 (1)°, V = 823.5 (8) Å12 34, D(calcd) = 1.86 g cm-3for Z-2; R = 0.037 for 1691 reflections. 2: monoclinic PS^/n, a = 9.330 (2) Å, b = 17.224 (3) Å, c = 9.860 (2) Å, fi = 97.78 (1)°, V = 1569.9 (9) Å3, D(calcd) = 1.96 g cm-3for Z = 4; R = 0.036 for 1865 reflections. 3: orthorhombic Pnam, a = 8.758 (2) Å, b = 13.111 (3) Å, c = 16.366 (3) Å, V-1879.2 (9) Å3, D(calcd) = 2.06 g cm-3for Z = 4; R-0.026 for 815 reflections. 4: orthorhombic P212121, a = 10.178 (2) Å, b = 10.365 (2) Å, c = 17.670 (3) Å, V = 1864.0 (8) Å3, D(calcd) = 1.84 g cm-3for Z = 4; R = 0.046 for 1195 reflections. 5: triclinic P1, a = 6.939 (2) Å, b = 9.624 (2) Å, c = 10.460 (2) Å, a = 102.21 (1)°, 0 = 92.38 (1)°, 7 = 90.39 (1)°, D(calcd) = 2.03 g cm-3for Z = 1; R = 0.026 for 1518 reflections. 6: orthorhombic space group Pbnb, a = 9.964 (2) Å, b = 12.414 (3) Å, c = 12.510 (3) Å, V = 1547.3 (9) Å3, D(calcd) = 2.04 g cm-3for Z = 4; R = 0.022 for 860 reflections. 7: monoclinic P2i/n, a = 12.845 (3) Å, b = 11.617 (2) Å, c = 15.361 (3) Å, (3 = 95.45 (1)°, 7 = 2281.8 (10) A3, D(calcd) = 1.69 g cm-3for Z = 4; R = 0.051 for 1344 reflections. The X-Sn-Y distances for both trigonal-bipyramidal and octahedral structures at tin fit the bond order correlation functions of Britton and Dunitz for SN2 and SN3 reaction pathways.

Original languageEnglish (US)
Pages (from-to)834-842
Number of pages9
JournalOrganometallics
Volume6
Issue number4
DOIs
StatePublished - Apr 1 1987
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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