1, 5, 9-Tristannacyclododecanes as Lewis Acids. Novel Structure of a Chloride Complex

Klaus Jurkschat; Henry G. Kuivila; Shuncheng Liu; Jon A. Zubieta

doi:10.1021/om00114a003

1, 5, 9-Tristannacyclododecanes as Lewis Acids. Novel Structure of a Chloride Complex

Klaus Jurkschat, Henry G. Kuivila, Shuncheng Liu, Jon A. Zubieta

Research output: Contribution to journal › Article › peer-review

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Abstract

A simple procedure for the preparation of substituted 1, 5, 9-tristannacyclododecanes RRSn-(CH₂)₃SnRR'(CH₂)₃SnRR(CH₂)₃ {R = R' = CH₃ (3); R = CH₃, R' = Cl (4); R = R' = Cl (5)} is described. Their complexing behavior toward chloride was investigated by means of ¹¹⁹Sn NMR spectroscopy. Both 4 and 5 yielded evidence for complex formation but behaved differently from each other. A complex {(5Cl)(Ph₃P=N=PPh₃)⁺} (6) was isolated; its structure as determined by single-crystal X-ray diffraction shows that 5 acts as a bidentate Lewis acid via unsymmetrical transannular bridging by a chloride ion. 6 crystallizes in the monoclinic space group P2₁/c with the unit-cell dimensions a = 11.691 (2) Å, b = 24.652 (4) Å, c = 17.353 (4) Å, β= 92.70 (1)°, V = 5110.6 Å³, and D(calcd) = 1.65 g/cm^-3 for Z = 4. The structure was refined to a final R value of 0.039 for 4003 independent reflections.

Original language	English (US)
Pages (from-to)	2755-2759
Number of pages	5
Journal	Organometallics
Volume	8
Issue number	12
DOIs	https://doi.org/10.1021/om00114a003
State	Published - Dec 1989
Externally published	Yes

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "1, 5, 9-Tristannacyclododecanes as Lewis Acids. Novel Structure of a Chloride Complex",

abstract = "A simple procedure for the preparation of substituted 1, 5, 9-tristannacyclododecanes RRSn-(CH2)3SnRR'(CH2)3SnRR(CH2)3 {R = R' = CH3 (3); R = CH3, R' = Cl (4); R = R' = Cl (5)} is described. Their complexing behavior toward chloride was investigated by means of 119Sn NMR spectroscopy. Both 4 and 5 yielded evidence for complex formation but behaved differently from each other. A complex {(5Cl)(Ph3P=N=PPh3)+} (6) was isolated; its structure as determined by single-crystal X-ray diffraction shows that 5 acts as a bidentate Lewis acid via unsymmetrical transannular bridging by a chloride ion. 6 crystallizes in the monoclinic space group P21/c with the unit-cell dimensions a = 11.691 (2) {\AA}, b = 24.652 (4) {\AA}, c = 17.353 (4) {\AA}, β= 92.70 (1)°, V = 5110.6 {\AA}3, and D(calcd) = 1.65 g/cm-3 for Z = 4. The structure was refined to a final R value of 0.039 for 4003 independent reflections.",

author = "Klaus Jurkschat and Kuivila, {Henry G.} and Shuncheng Liu and Zubieta, {Jon A.}",

year = "1989",

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AU - Liu, Shuncheng

AU - Zubieta, Jon A.

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N2 - A simple procedure for the preparation of substituted 1, 5, 9-tristannacyclododecanes RRSn-(CH2)3SnRR'(CH2)3SnRR(CH2)3 {R = R' = CH3 (3); R = CH3, R' = Cl (4); R = R' = Cl (5)} is described. Their complexing behavior toward chloride was investigated by means of 119Sn NMR spectroscopy. Both 4 and 5 yielded evidence for complex formation but behaved differently from each other. A complex {(5Cl)(Ph3P=N=PPh3)+} (6) was isolated; its structure as determined by single-crystal X-ray diffraction shows that 5 acts as a bidentate Lewis acid via unsymmetrical transannular bridging by a chloride ion. 6 crystallizes in the monoclinic space group P21/c with the unit-cell dimensions a = 11.691 (2) Å, b = 24.652 (4) Å, c = 17.353 (4) Å, β= 92.70 (1)°, V = 5110.6 Å3, and D(calcd) = 1.65 g/cm-3 for Z = 4. The structure was refined to a final R value of 0.039 for 4003 independent reflections.

AB - A simple procedure for the preparation of substituted 1, 5, 9-tristannacyclododecanes RRSn-(CH2)3SnRR'(CH2)3SnRR(CH2)3 {R = R' = CH3 (3); R = CH3, R' = Cl (4); R = R' = Cl (5)} is described. Their complexing behavior toward chloride was investigated by means of 119Sn NMR spectroscopy. Both 4 and 5 yielded evidence for complex formation but behaved differently from each other. A complex {(5Cl)(Ph3P=N=PPh3)+} (6) was isolated; its structure as determined by single-crystal X-ray diffraction shows that 5 acts as a bidentate Lewis acid via unsymmetrical transannular bridging by a chloride ion. 6 crystallizes in the monoclinic space group P21/c with the unit-cell dimensions a = 11.691 (2) Å, b = 24.652 (4) Å, c = 17.353 (4) Å, β= 92.70 (1)°, V = 5110.6 Å3, and D(calcd) = 1.65 g/cm-3 for Z = 4. The structure was refined to a final R value of 0.039 for 4003 independent reflections.

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1, 5, 9-Tristannacyclododecanes as Lewis Acids. Novel Structure of a Chloride Complex

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