Friday, 27 October 2006 - 11:00 AM
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218

Selective bromination of platinum complexes of corannulene, phenanthrene and naphthalene via Pt(IV) intermediate

Han Baek Lee and Paul R. Sharp. University of Missouri, Columbia, MO

The reaction of platinum(II) derivatives of polycyclic aromatic hydrocarbons (PAHs) with bromine followed by irradiation with light gives selectively aromatic ring brominated products via preceding platinum(IV) intermediates. Previously, a series of organometallic compounds with platinum at the edge has been prepared by oxidative addition reactions. The reaction of bromocorannulene, 9-bromophenanthrene and 1-bromonaphthalene with Pt(PEt3)4 affords trans-L2PtRBr. (L=PEt3, R = corannulenyl, phenanthrenyl and naphthalenyl) Addition of bromine to the corresponding platinum(II) complexes in carbontetrachloride generates six coordinated platinum(IV) complexes, trans-L2PtRBr3. In the presence of light, the neighboring carbon to platinum metal center on the aromatic ring is regioseletively brominated with conversion to platinum(II) complexes, trans-L2PtR`Br along with HBr. (R`= bromocorannulenyl, bromophenanthrenyl and bromonaphthalenyl)


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