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Cyclometalated Arylazo Compounds. Part 4. ortho-cyano-1-arylazonaphthalenes and 3-amino-2-arylbenzo [g]indazoles from cyclopalladated 1-arylazonaphthalenes. 4th communication on compounds with a metal-arene σ-bond

✍ Scribed by Kurt Gehrig; Alfred J. Klaus; Paul Rys

Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
297 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The reaction of a cyclopalladated 1‐arylazonaphthalene with tetrabutylammonium cyanide leads to an ortho‐cyano‐1‐arylazonaphthalene and a 3‐amino‐aryl‐benzo[g]indazole, depending upon whether triphenylphosphine or 1,2‐bis(diphenyl‐phosphino)ethane (DIPHOS) is used to monomerize the binuclear Pd(II)‐complex. In a similar insertion reaction with cyclohexyl isocyanide the corresponding 3‐(N‐cyclohexyl)‐aminoindazole is formed. A Pd(II)‐isocyano complex is shown to be a possible intermediate in that conversion.

📜 SIMILAR VOLUMES

Cyclometalation of Arylazo Compounds. Pa
Cyclometalation of Arylazo Compounds. Part 1 synthesis and cyclopalladation of some substituted 1-arylazonaphthalenes. 1st Communication on compounds with a metal-arene σ-bond
✍ Alfred J. Klaus; Paul Rys 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 German ⚖ 958 KB

## Abstract The syntheses of 1‐phenylazonaphthalene (**1a**) and its [3′‐methyl‐ (**1b**), 4′‐methoxy‐ (**1c**), 3′‐methoxy‐ (**1d**)] derivatives are described. Cyclopalladation of these azo ligands with Pd(II) acetate or Na~2~PdCl~4~ leads to complexes with Pd(II) coordinated on the azo N~β~‐atom

Cyclometalation of arylazo compounds. Pa
Cyclometalation of arylazo compounds. Part 2Regioselectivity of the Cyclopalladation of Some Substituted 1-Arylazonaphthalenes. 2nd Communication on Compounds with a Metal-Arene σ-Bond
✍ Max Hugentobler; Alfred J. Klaus; Hanspeter Mettler; Paul Rys; Gabi Wehrle 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 662 KB

## Abstract A variety of cyclopalladated 1‐arylazonaphthalenes is described, where __ortho__‐palladation occurs at C(2) in the naphthyl ring or at C(2′ or 6′) in the phenyl moiety. Two examples of __Peri__‐cyclopalladation at C(8) in the naphthyl ring are presented. The electronic and steric‐influe