Oxidative halogenation of cisplatin and carboplatin: synthesis, spectroscopy, and crystal and molecular structures of Pt(IV) prodrugs

A series of Pt(IV) prodrugs has been obtained by oxidative halogenation of either cisplatin or carboplatin. Iodobenzene dichloride is a general reagent that cleanly provides prodrugs bearing axial chlorides without the need to prepare intervening Pt(IV) intermediates or handle chlorine gas. Elementa...

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Bibliographic Details
Main Authors: Alexander, Sarah M. (Contributor), Wilson, Justin J. (Contributor), Lippard, Stephen J. (Contributor), Johnstone, Timothy (Contributor)
Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor)
Format: Article
Language:English
Published: Royal Society of Chemistry, The, 2015-02-24T15:26:13Z.
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Online Access:Get fulltext
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042 |a dc 
100 1 0 |a Alexander, Sarah M.  |e author 
100 1 0 |a Massachusetts Institute of Technology. Department of Chemistry  |e contributor 
100 1 0 |a Lippard, Stephen J.  |e contributor 
100 1 0 |a Alexander, Sarah M.  |e contributor 
100 1 0 |a Johnstone, Timothy  |e contributor 
100 1 0 |a Wilson, Justin J.  |e contributor 
700 1 0 |a Wilson, Justin J.  |e author 
700 1 0 |a Lippard, Stephen J.  |e author 
700 1 0 |a Johnstone, Timothy  |e author 
245 0 0 |a Oxidative halogenation of cisplatin and carboplatin: synthesis, spectroscopy, and crystal and molecular structures of Pt(IV) prodrugs 
260 |b Royal Society of Chemistry, The,   |c 2015-02-24T15:26:13Z. 
856 |z Get fulltext  |u http://hdl.handle.net/1721.1/95473 
520 |a A series of Pt(IV) prodrugs has been obtained by oxidative halogenation of either cisplatin or carboplatin. Iodobenzene dichloride is a general reagent that cleanly provides prodrugs bearing axial chlorides without the need to prepare intervening Pt(IV) intermediates or handle chlorine gas. Elemental bromine and iodine afford Pt(IV) compounds as well, although in the case of the iodine-mediated oxidation of carboplatin, an amido-bridged Pt(IV) side product also formed. A detailed analysis of the changes in spectroscopic and structural parameters induced by varying the axial halide is presented. A number of recurring motifs are observed in the solid state structures of these compounds. 
520 |a National Cancer Institute (U.S.) (Grant CA034992) 
546 |a en_US 
655 7 |a Article 
773 |t Dalton Transactions