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Durham e-Theses
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Synthetic Retinoids

BARNARD, JONATHAN,HAROLD (2010) Synthetic Retinoids. Doctoral thesis, Durham University.



Chapter one is split into three sections, providing general overviews of synthetic retinoids and their biology, Pd-catalysed C-C bond forming reactions and transition metal-catalysed borylation of aromatic and vinylic C-H bonds, respectively.

Chapter two details the application of sequential Ir-catalysed aromatic C-H borylations, Pd-catalysed C-C bond forming reactions and Rh-catalysed vinylic C-H borylations for the stereo-controlled synthesis of stilbene-based TTNPB retinoids.

Chapter three details the application of Ir-catalysed aromatic C-H borylations, Sonogashira cross-couplings and Suzuki-Miyaura cross-couplings for the synthesis of tolan-, and biaryl-based retinoids.

Chapter four details the development and applications of new RhI catalyst precursors for the dehydrogenative borylation of unactivated olefins. The dehydrogenative borylation reactions were utilised in one-pot, single solvent syntheses of 2-arylindenes from indene and arylhalides through C-H borylation and subsequent Suzuki-Miyaura cross-couplings.

Item Type:Thesis (Doctoral)
Award:Doctor of Philosophy
Keywords:Retinoids, C-H borylation, Suzuki-Miyaura cross-coupling, Palladium, Iridium, Rhodium, vinylboronate esters
Faculty and Department:Faculty of Science > Chemistry, Department of
Thesis Date:2010
Copyright:Copyright of this thesis is held by the author
Deposited On:24 May 2010 15:33

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