Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane

Soichiro Kyushin, Motoo Kawabata, Haruaki Sakurai, Hideyuki Matsumoto, Michihiro Miyake, Mitsuo Sato, Midori Goto

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Abstract

The synthesis of all-trans-[(t-Bu)ClSi]4 (1) via chlorodephenylation of [(t-Bu)PhSi]4 with HCl/AlCl3 is described. Three isomers of [(t-Bu)PhSi]4 (cis-cis-trans-2, cis-trans-cis-2, and all-trans-2) were separated, and each of them was subjected to chlorodephenylation. The X-ray structures are reported for cis-cis-trans-2 and cis-trans-cis-2. Crystal data for cis-cis-trans-2: monoclinic, P21/c, a = 20.924(10) Å, b = 10.813(5) Å, c = 19.443(11) Å, β = 117.57(3)°, V = 3900(3) Å3, Z = 4, R = 0.047, Rw = 0.047 for 2572 reflections. Crystal data for cis-trans-cis-2: monoclinic, P21/n, a = 15.407(4) Å, b = 23.798(6) Å, c = 10.852(2) Å, β = 94.93(2)°, V = 3964(2) Å3, Z = 4, R = 0.043, Rw = 0.046 for 2905 reflections. The chlorodephenylation of cis-cis-trans-2, cis-trans-cis-2, and all-trans-2 gave 1 exclusively. The structure of 1 was established by X-ray crystallography. Crystal data for 1: orthorhombic, Pca21, a = 14.848(2) A†, b = 13.719(1) Å, c = 13.074(4) Å, V = 2663(1) Å3, Z = 4, R = 0.052, Rw = 0.077 for 1992 reflections. 1 has a folded structure, the dihedral angle being 26.6°, which accommodates the chlorine atoms in pseudoaxial positions and the tert-butyl groups in less hindered pseudoequatorial positions. The principal average bond distances are Si-Si 2.375 Å, Si-C 1.905 Å, and Si-Cl 2.086 Å. The Si-Cl bond distances are somewhat longer than usual.

Original languageEnglish
Pages (from-to)795-801
Number of pages7
JournalOrganometallics
Volume13
Issue number3
Publication statusPublished - 1994
Externally publishedYes

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Crystals
synthesis
crystals
X ray crystallography
Chlorine
Dihedral angle
Isomers
crystallography
chlorine
dihedral angle
x rays
isomers
X rays
Atoms
atoms
aluminum chloride

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Kyushin, S., Kawabata, M., Sakurai, H., Matsumoto, H., Miyake, M., Sato, M., & Goto, M. (1994). Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane. Organometallics, 13(3), 795-801.

Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane. / Kyushin, Soichiro; Kawabata, Motoo; Sakurai, Haruaki; Matsumoto, Hideyuki; Miyake, Michihiro; Sato, Mitsuo; Goto, Midori.

In: Organometallics, Vol. 13, No. 3, 1994, p. 795-801.

Research output: Contribution to journalArticle

Kyushin, S, Kawabata, M, Sakurai, H, Matsumoto, H, Miyake, M, Sato, M & Goto, M 1994, 'Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane', Organometallics, vol. 13, no. 3, pp. 795-801.
Kyushin S, Kawabata M, Sakurai H, Matsumoto H, Miyake M, Sato M et al. Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane. Organometallics. 1994;13(3):795-801.
Kyushin, Soichiro ; Kawabata, Motoo ; Sakurai, Haruaki ; Matsumoto, Hideyuki ; Miyake, Michihiro ; Sato, Mitsuo ; Goto, Midori. / Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane. In: Organometallics. 1994 ; Vol. 13, No. 3. pp. 795-801.
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title = "Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane",
abstract = "The synthesis of all-trans-[(t-Bu)ClSi]4 (1) via chlorodephenylation of [(t-Bu)PhSi]4 with HCl/AlCl3 is described. Three isomers of [(t-Bu)PhSi]4 (cis-cis-trans-2, cis-trans-cis-2, and all-trans-2) were separated, and each of them was subjected to chlorodephenylation. The X-ray structures are reported for cis-cis-trans-2 and cis-trans-cis-2. Crystal data for cis-cis-trans-2: monoclinic, P21/c, a = 20.924(10) {\AA}, b = 10.813(5) {\AA}, c = 19.443(11) {\AA}, β = 117.57(3)°, V = 3900(3) {\AA}3, Z = 4, R = 0.047, Rw = 0.047 for 2572 reflections. Crystal data for cis-trans-cis-2: monoclinic, P21/n, a = 15.407(4) {\AA}, b = 23.798(6) {\AA}, c = 10.852(2) {\AA}, β = 94.93(2)°, V = 3964(2) {\AA}3, Z = 4, R = 0.043, Rw = 0.046 for 2905 reflections. The chlorodephenylation of cis-cis-trans-2, cis-trans-cis-2, and all-trans-2 gave 1 exclusively. The structure of 1 was established by X-ray crystallography. Crystal data for 1: orthorhombic, Pca21, a = 14.848(2) A†, b = 13.719(1) {\AA}, c = 13.074(4) {\AA}, V = 2663(1) {\AA}3, Z = 4, R = 0.052, Rw = 0.077 for 1992 reflections. 1 has a folded structure, the dihedral angle being 26.6°, which accommodates the chlorine atoms in pseudoaxial positions and the tert-butyl groups in less hindered pseudoequatorial positions. The principal average bond distances are Si-Si 2.375 {\AA}, Si-C 1.905 {\AA}, and Si-Cl 2.086 {\AA}. The Si-Cl bond distances are somewhat longer than usual.",
author = "Soichiro Kyushin and Motoo Kawabata and Haruaki Sakurai and Hideyuki Matsumoto and Michihiro Miyake and Mitsuo Sato and Midori Goto",
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T1 - Synthesis and structure of all-trans-1,2,3,4-tetra-tert-butyl-1,2,3,4-tetrachlorocyclotetrasilane

AU - Kyushin, Soichiro

AU - Kawabata, Motoo

AU - Sakurai, Haruaki

AU - Matsumoto, Hideyuki

AU - Miyake, Michihiro

AU - Sato, Mitsuo

AU - Goto, Midori

PY - 1994

Y1 - 1994

N2 - The synthesis of all-trans-[(t-Bu)ClSi]4 (1) via chlorodephenylation of [(t-Bu)PhSi]4 with HCl/AlCl3 is described. Three isomers of [(t-Bu)PhSi]4 (cis-cis-trans-2, cis-trans-cis-2, and all-trans-2) were separated, and each of them was subjected to chlorodephenylation. The X-ray structures are reported for cis-cis-trans-2 and cis-trans-cis-2. Crystal data for cis-cis-trans-2: monoclinic, P21/c, a = 20.924(10) Å, b = 10.813(5) Å, c = 19.443(11) Å, β = 117.57(3)°, V = 3900(3) Å3, Z = 4, R = 0.047, Rw = 0.047 for 2572 reflections. Crystal data for cis-trans-cis-2: monoclinic, P21/n, a = 15.407(4) Å, b = 23.798(6) Å, c = 10.852(2) Å, β = 94.93(2)°, V = 3964(2) Å3, Z = 4, R = 0.043, Rw = 0.046 for 2905 reflections. The chlorodephenylation of cis-cis-trans-2, cis-trans-cis-2, and all-trans-2 gave 1 exclusively. The structure of 1 was established by X-ray crystallography. Crystal data for 1: orthorhombic, Pca21, a = 14.848(2) A†, b = 13.719(1) Å, c = 13.074(4) Å, V = 2663(1) Å3, Z = 4, R = 0.052, Rw = 0.077 for 1992 reflections. 1 has a folded structure, the dihedral angle being 26.6°, which accommodates the chlorine atoms in pseudoaxial positions and the tert-butyl groups in less hindered pseudoequatorial positions. The principal average bond distances are Si-Si 2.375 Å, Si-C 1.905 Å, and Si-Cl 2.086 Å. The Si-Cl bond distances are somewhat longer than usual.

AB - The synthesis of all-trans-[(t-Bu)ClSi]4 (1) via chlorodephenylation of [(t-Bu)PhSi]4 with HCl/AlCl3 is described. Three isomers of [(t-Bu)PhSi]4 (cis-cis-trans-2, cis-trans-cis-2, and all-trans-2) were separated, and each of them was subjected to chlorodephenylation. The X-ray structures are reported for cis-cis-trans-2 and cis-trans-cis-2. Crystal data for cis-cis-trans-2: monoclinic, P21/c, a = 20.924(10) Å, b = 10.813(5) Å, c = 19.443(11) Å, β = 117.57(3)°, V = 3900(3) Å3, Z = 4, R = 0.047, Rw = 0.047 for 2572 reflections. Crystal data for cis-trans-cis-2: monoclinic, P21/n, a = 15.407(4) Å, b = 23.798(6) Å, c = 10.852(2) Å, β = 94.93(2)°, V = 3964(2) Å3, Z = 4, R = 0.043, Rw = 0.046 for 2905 reflections. The chlorodephenylation of cis-cis-trans-2, cis-trans-cis-2, and all-trans-2 gave 1 exclusively. The structure of 1 was established by X-ray crystallography. Crystal data for 1: orthorhombic, Pca21, a = 14.848(2) A†, b = 13.719(1) Å, c = 13.074(4) Å, V = 2663(1) Å3, Z = 4, R = 0.052, Rw = 0.077 for 1992 reflections. 1 has a folded structure, the dihedral angle being 26.6°, which accommodates the chlorine atoms in pseudoaxial positions and the tert-butyl groups in less hindered pseudoequatorial positions. The principal average bond distances are Si-Si 2.375 Å, Si-C 1.905 Å, and Si-Cl 2.086 Å. The Si-Cl bond distances are somewhat longer than usual.

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