Regiodirected substitution of [2.2]paracyclophanedienes and [2.2]paracyclophanes through tricarbonylchronium complexation

Michael Stöbbe; Oliver Reiser; Thies Thiemann; Rhys G. Daniels; Armin de Meijere

doi:10.1016/S0040-4039(00)84527-X

Regiodirected substitution of [2.2]paracyclophanedienes and [2.2]paracyclophanes through tricarbonylchronium complexation

Michael Stöbbe, Oliver Reiser, Thies Thiemann, Rhys G. Daniels, Armin de Meijere

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

13 Citations (Scopus)

Abstract

4,7-dialkoxy[2.2]paracyclophanes and the corresponding 1,9-dienes are shown to undergo selective conplexation with Cr(CO)₃L₃-reagent on their less substituted benzene moiety. Lithiation/silytion of these complexes leads to arene- or bridge-substitution, respectively. An analagous behaviour is observed for the tricarbonylchromium[2.2]paracyclophane and its 1,9-diene.

Original language	English
Pages (from-to)	2353-2356
Number of pages	4
Journal	Tetrahedron Letters
Volume	27
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4039(00)84527-X
Publication status	Published - 1986
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)84527-X

Cite this

@article{5b90d773a901422eb43cef560e1d6471,

title = "Regiodirected substitution of [2.2]paracyclophanedienes and [2.2]paracyclophanes through tricarbonylchronium complexation",

abstract = "4,7-dialkoxy[2.2]paracyclophanes and the corresponding 1,9-dienes are shown to undergo selective conplexation with Cr(CO)3L3-reagent on their less substituted benzene moiety. Lithiation/silytion of these complexes leads to arene- or bridge-substitution, respectively. An analagous behaviour is observed for the tricarbonylchromium[2.2]paracyclophane and its 1,9-diene.",

author = "Michael St{\"o}bbe and Oliver Reiser and Thies Thiemann and Daniels, {Rhys G.} and {de Meijere}, Armin",

note = "Funding Information: This work was supported by the Stiftung Volkswagenwerk, the Fonds der Chemischen In-",

year = "1986",

doi = "10.1016/S0040-4039(00)84527-X",

language = "English",

volume = "27",

pages = "2353--2356",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "21",

}

TY - JOUR

T1 - Regiodirected substitution of [2.2]paracyclophanedienes and [2.2]paracyclophanes through tricarbonylchronium complexation

AU - Stöbbe, Michael

AU - Reiser, Oliver

AU - Thiemann, Thies

AU - Daniels, Rhys G.

AU - de Meijere, Armin

N1 - Funding Information: This work was supported by the Stiftung Volkswagenwerk, the Fonds der Chemischen In-

PY - 1986

Y1 - 1986

N2 - 4,7-dialkoxy[2.2]paracyclophanes and the corresponding 1,9-dienes are shown to undergo selective conplexation with Cr(CO)3L3-reagent on their less substituted benzene moiety. Lithiation/silytion of these complexes leads to arene- or bridge-substitution, respectively. An analagous behaviour is observed for the tricarbonylchromium[2.2]paracyclophane and its 1,9-diene.

AB - 4,7-dialkoxy[2.2]paracyclophanes and the corresponding 1,9-dienes are shown to undergo selective conplexation with Cr(CO)3L3-reagent on their less substituted benzene moiety. Lithiation/silytion of these complexes leads to arene- or bridge-substitution, respectively. An analagous behaviour is observed for the tricarbonylchromium[2.2]paracyclophane and its 1,9-diene.

UR - http://www.scopus.com/inward/record.url?scp=0042050710&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0042050710&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)84527-X

DO - 10.1016/S0040-4039(00)84527-X

M3 - Article

AN - SCOPUS:0042050710

SN - 0040-4039

VL - 27

SP - 2353

EP - 2356

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 21

ER -

Regiodirected substitution of [2.2]paracyclophanedienes and [2.2]paracyclophanes through tricarbonylchronium complexation

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this