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Non-linear, cata-Condensed, Polycyclic Aromatic Hydrocarbon Materials: A Generic Approach and Physical Properties.


ABSTRACT: A generic approach to the regiospecific synthesis of halogenated polycyclic aromatics is made possible by the one- or two-directional benzannulation reactions of readily available (ortho-allylaryl)trichloroacetates (the "BHQ" reaction). Palladium-catalysed cross-coupling reactions of the so-formed haloaromatics enable the synthesis of functionalised polycyclic aromatic hydrocarbons (PAHs) with surgical precision. Overall, this new methodology enables the facile mining of chemical space in search of new electronic functional materials.

SUBMITTER: Haire BT 

PROVIDER: S-EPMC4515081 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Non-linear, cata-Condensed, Polycyclic Aromatic Hydrocarbon Materials: A Generic Approach and Physical Properties.

Haire Barnaby T BT   Heard Kane W J KW   Little Mark S MS   Parry Adam V S AV   Raftery James J   Quayle Peter P   Yeates Stephen G SG  

Chemistry (Weinheim an der Bergstrasse, Germany) 20150608 28


A generic approach to the regiospecific synthesis of halogenated polycyclic aromatics is made possible by the one- or two-directional benzannulation reactions of readily available (ortho-allylaryl)trichloroacetates (the "BHQ" reaction). Palladium-catalysed cross-coupling reactions of the so-formed haloaromatics enable the synthesis of functionalised polycyclic aromatic hydrocarbons (PAHs) with surgical precision. Overall, this new methodology enables the facile mining of chemical space in search  ...[more]

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