Abstract
Phenothiazinylboronic acid derivatives 3 ,7 and 9 , useful building
blocks for the construction of oligophenothiazines, are readily
synthesized in good yield from brominated phenothiazines 5 and 6 by bromine-lithium
exchange followed by trapping with trialkylborate (route
A ) or by palladium-catalyzed borylation with tetramethyl dioxoborolane
(8 ) (route B ).
The novel class of tetrakis(phenothiazinylphenyl)methanes 11 , showing remarkably large Stokes shifts
and a reversible low oxidation potential, can be prepared in good
yield by Suzuki coupling of tetrakis(p -bromophenyl)methane
(10 ) with 3a .
Key words
borylation - coupling - dendrimers - heterocycles
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