Stereochemical Factors of γ-H Eliminationin Cyclopentadienylvinylnickel Compounds

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Title:Stereochemical Factors of γ-H Eliminationin Cyclopentadienylvinylnickel Compounds
Creators:
Pietrzykowski, Antoni
Pasynkiewicz, Stanisław
Buchalski, Piotr
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 62, 2, pp. 318-324
Uncontrolled Keywords:Nickel, π-Allyl complexes, Hydrogen elimination

Abstract

The reactions of nickelocene with <i>cis</i>-1,2-diphenylpropylmagnesium bromide and with <i>trans</i>-1,2-diphenylpropenyllithium had been studied. It was found that <i>cis</i>-1,2-diphenylpropenylcyclopentadienylnickel underwent γ-H elimination to form a mixture of (η<sup>5</sup>-cyclopentadienyl)[η<sup>3</sup>-1,2-(<i>anti</i>)-diphenylpropenyl]nickel and (η<sup>5</sup>-cyclopentadienyl)[η<sup>3</sup>-1,2-(<i>syn</i>)-diphenylpropenyl]nickel as the main products. The mechanism of this reaction has been discussed. Dihydrotetra(cyclopentadienylnickel) cluster (NiCp)<sub>4</sub>H<sub>2</sub> was the main organometallic product of the reaction of nickelocene with <i>trans</i>-1,2-diphenylpropenyllithium. There was no γ-H elimination products formed in this reaction. It has been concluded that γ-H elimination in cyclopentadienylvinylnickel compounds is stereochemically controlled process and can occur only if a distance of γ-hydrogen from the nickel atom is relatively small.

Title:Stereochemical Factors of γ-H Eliminationin Cyclopentadienylvinylnickel Compounds
Creators:
Pietrzykowski, Antoni
Pasynkiewicz, Stanisław
Buchalski, Piotr
Uncontrolled Keywords:Nickel, π-Allyl complexes, Hydrogen elimination
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:62
Number:2
Page Range:pp. 318-324
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19970318UNSPECIFIED
ID Code:1117
Item Type:Article
Deposited On:06 Feb 2009 17:06
Last Modified:06 Feb 2009 16:06

Citation

Pietrzykowski, Antoni; Pasynkiewicz, Stanisław; Buchalski, Piotr (1997) Stereochemical Factors of γ-H Eliminationin Cyclopentadienylvinylnickel Compounds. Collection of Czechoslovak Chemical Communications, 62 (2). pp. 318-324. ISSN 0010-0765

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