Multiple Bonds between Main-Group Elements and Transition Metals, 140. Cycloaddition Reactions of Methyltrioxorhenium(VII): Diphenylketene and Sulfur Dioxide

Wolfgang A. Herrmann; Peter W. Roesky; Wolfgang Scherer; Matthias Kleine

doi:10.1021/om00023a065

Multiple Bonds between Main-Group Elements and Transition Metals, 140. Cycloaddition Reactions of Methyltrioxorhenium(VII): Diphenylketene and Sulfur Dioxide

Wolfgang A. Herrmann, Peter W. Roesky, Wolfgang Scherer, Matthias Kleine

Technical University of Munich

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Abstract

Complexation of methyltrioxorhenium(VII) (MTO; 1) with mono- and bidentate nitrogen bases facilitates, O,O′-cycloaddition reactions of this compound. bpy·CH₃ReO₃ (2; bpy = 4,4′-di-tert-butyl-2,2′-bipyridine) and py·CH₃ReO₃ (3; py = 4-tert-butylpyridine) thus react with the heterocumulenes diphenylketene and SO₂ in regioselective cycloadditions at the O=Re=O fragment, resulting in the new metallacyclic compounds (bpy)CH₃Re(=O)[η²-O₂C(=O)CPh₂] (4a), (py)₂CH₃Re(=O)[η²-O₂C(=O)CPh₂] (6) and (bpy)CH₃Re(=O)(η²-O₂So₂) (7). Metallacycles of this type are independently accessible from (bpy)CH₃Re(=O)Cl₂ (5). A single-crystal X-ray diffraction study of 4a documents the regioselectivity of cycloaddition (crystal data: space group P1, a = 1195.1(3) pm, b = 1380.0(3) pm, c = 1391.3(2) pm, α = 67.00(2)°, β = 77.91(1)°, γ = 73.17(1)°, Z = 2).

Original language	English
Pages (from-to)	4536-4542
Number of pages	7
Journal	Organometallics
Volume	13
Issue number	11
DOIs	https://doi.org/10.1021/om00023a065
State	Published - 1 Nov 1994

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@article{02bddacdd56c44d5be8f315e6ea98d8d,

title = "Multiple Bonds between Main-Group Elements and Transition Metals, 140. Cycloaddition Reactions of Methyltrioxorhenium(VII): Diphenylketene and Sulfur Dioxide",

abstract = "Complexation of methyltrioxorhenium(VII) (MTO; 1) with mono- and bidentate nitrogen bases facilitates, O,O′-cycloaddition reactions of this compound. bpy·CH3ReO3 (2; bpy = 4,4′-di-tert-butyl-2,2′-bipyridine) and py·CH3ReO3 (3; py = 4-tert-butylpyridine) thus react with the heterocumulenes diphenylketene and SO2 in regioselective cycloadditions at the O=Re=O fragment, resulting in the new metallacyclic compounds (bpy)CH3Re(=O)[η2-O2C(=O)CPh2] (4a), (py)2CH3Re(=O)[η2-O2C(=O)CPh2] (6) and (bpy)CH3Re(=O)(η2-O2So2) (7). Metallacycles of this type are independently accessible from (bpy)CH3Re(=O)Cl2 (5). A single-crystal X-ray diffraction study of 4a documents the regioselectivity of cycloaddition (crystal data: space group P1, a = 1195.1(3) pm, b = 1380.0(3) pm, c = 1391.3(2) pm, α = 67.00(2)°, β = 77.91(1)°, γ = 73.17(1)°, Z = 2).",

author = "Herrmann, \{Wolfgang A.\} and Roesky, \{Peter W.\} and Wolfgang Scherer and Matthias Kleine",

year = "1994",

month = nov,

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doi = "10.1021/om00023a065",

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T1 - Multiple Bonds between Main-Group Elements and Transition Metals, 140. Cycloaddition Reactions of Methyltrioxorhenium(VII)

T2 - Diphenylketene and Sulfur Dioxide

AU - Herrmann, Wolfgang A.

AU - Roesky, Peter W.

AU - Scherer, Wolfgang

AU - Kleine, Matthias

PY - 1994/11/1

Y1 - 1994/11/1

N2 - Complexation of methyltrioxorhenium(VII) (MTO; 1) with mono- and bidentate nitrogen bases facilitates, O,O′-cycloaddition reactions of this compound. bpy·CH3ReO3 (2; bpy = 4,4′-di-tert-butyl-2,2′-bipyridine) and py·CH3ReO3 (3; py = 4-tert-butylpyridine) thus react with the heterocumulenes diphenylketene and SO2 in regioselective cycloadditions at the O=Re=O fragment, resulting in the new metallacyclic compounds (bpy)CH3Re(=O)[η2-O2C(=O)CPh2] (4a), (py)2CH3Re(=O)[η2-O2C(=O)CPh2] (6) and (bpy)CH3Re(=O)(η2-O2So2) (7). Metallacycles of this type are independently accessible from (bpy)CH3Re(=O)Cl2 (5). A single-crystal X-ray diffraction study of 4a documents the regioselectivity of cycloaddition (crystal data: space group P1, a = 1195.1(3) pm, b = 1380.0(3) pm, c = 1391.3(2) pm, α = 67.00(2)°, β = 77.91(1)°, γ = 73.17(1)°, Z = 2).

AB - Complexation of methyltrioxorhenium(VII) (MTO; 1) with mono- and bidentate nitrogen bases facilitates, O,O′-cycloaddition reactions of this compound. bpy·CH3ReO3 (2; bpy = 4,4′-di-tert-butyl-2,2′-bipyridine) and py·CH3ReO3 (3; py = 4-tert-butylpyridine) thus react with the heterocumulenes diphenylketene and SO2 in regioselective cycloadditions at the O=Re=O fragment, resulting in the new metallacyclic compounds (bpy)CH3Re(=O)[η2-O2C(=O)CPh2] (4a), (py)2CH3Re(=O)[η2-O2C(=O)CPh2] (6) and (bpy)CH3Re(=O)(η2-O2So2) (7). Metallacycles of this type are independently accessible from (bpy)CH3Re(=O)Cl2 (5). A single-crystal X-ray diffraction study of 4a documents the regioselectivity of cycloaddition (crystal data: space group P1, a = 1195.1(3) pm, b = 1380.0(3) pm, c = 1391.3(2) pm, α = 67.00(2)°, β = 77.91(1)°, γ = 73.17(1)°, Z = 2).

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Multiple Bonds between Main-Group Elements and Transition Metals, 140. Cycloaddition Reactions of Methyltrioxorhenium(VII): Diphenylketene and Sulfur Dioxide

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