Palladium-Catalyzed Sixfold Alkenylation of Hexabromobenzene: An Interesting Case of Self-Organization

Palladium-Catalyzed Sixfold Alkenylation of Hexabromobenzene: An Interesting Case of Self-Organization

Bowl‐shaped hexakis(3,3‐dimethyl‐1‐butenyl)benzene (1, see space‐filling model on the right) was obtained from the Pd‐catalyzed coupling of hexabromobenzene with 2‐(3,3‐dimethyl‐1‐butenyl)‐1,3,2‐benzodioxaborole. All six alkenyl groups are directed to one side of the benzene ring. Catalytic hydrogen...

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Veröffentlicht in:Angewandte Chemie International Edition 1997-07, Vol.36 (12), p.1289-1292
Hauptverfasser: Prinz, Peter, Lansky, Annegret, Knieriem, Burkhard, de Meijere, Armin, Haumann, Thomas, Boese, Roland, Noltemeyer, Matthias
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arenes
homogeneous catalysis
palladium
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container_end_page 1292
container_issue 12
container_start_page 1289
container_title Angewandte Chemie International Edition
container_volume 36
creator Prinz, Peter
Lansky, Annegret
Knieriem, Burkhard
de Meijere, Armin
Haumann, Thomas
Boese, Roland
Noltemeyer, Matthias
description Bowl‐shaped hexakis(3,3‐dimethyl‐1‐butenyl)benzene (1, see space‐filling model on the right) was obtained from the Pd‐catalyzed coupling of hexabromobenzene with 2‐(3,3‐dimethyl‐1‐butenyl)‐1,3,2‐benzodioxaborole. All six alkenyl groups are directed to one side of the benzene ring. Catalytic hydrogenation of 1 provides the corresponding hexakisalkylbenzene, which crystallizes in regular stacks; here the alkyl group are alternatingly above and below the ring.
doi_str_mv 10.1002/anie.199712891
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subjects arenes
homogeneous catalysis
palladium
title Palladium-Catalyzed Sixfold Alkenylation of Hexabromobenzene: An Interesting Case of Self-Organization
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