Alkylation of adamantane with alkyl halides catalyzed by ruthenium complexes

RI Khusnutdinov, NA Schchadneva, AI Malikov…

Index: Khusnutdinov; Schchadneva; Malikov; Dzhemilev Petroleum Chemistry, 2006 , vol. 46, # 3 p. 159 - 163

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Abstract

Abstract The feasibility of catalytic alkylation of adamantane and 1-bromoadamantane with alkyl halides in the presence of ruthenium-containing catalysts was revealed. The optimum molar ratios between the catalyst components and the reactants, as well as the reaction conditions for the selective synthesis of mono-and dialkylsubstituted adamantane derivatives with a 70–98% yield, were determined.

 Related Synthetic Route
1-Bromoadamantane Structure

768-90-1

1-Bromoadamantane

Adamantane Structure

281-23-2

Adamantane

~80%

1,1'-DIADAMANTYL Structure

3732-31-8

1,1'-DIADAMANTYL

1-Chloroadamantane Structure

935-56-8

1-Chloroadamantane

Adamantane Structure

281-23-2

Adamantane

~44%

1,1'-DIADAMANTYL Structure

3732-31-8

1,1'-DIADAMANTYL

2-Chloropropane Structure

75-29-6

2-Chloropropane

Adamantane Structure

281-23-2

Adamantane

~83%

1-ISOPROPYLADAMANTANE Structure

773-32-0

1-ISOPROPYLADAM...

Adamantane Structure

281-23-2

Adamantane

Chlorobenzene Structure

108-90-7

Chlorobenzene

~84%

1-Phenyladamantane Structure

780-68-7

1-Phenyladamantane


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