Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids

Bibliographic Details
Main Author:	Whittemore, Sean M.
Language:	English
Published:	The Ohio State University / OhioLINK 2013
Subjects:	Chemistry
Online Access:	http://rave.ohiolink.edu/etdc/view?acc_num=osu1366198700

id	ndltd-OhioLink-oai-etd.ohiolink.edu-osu1366198700
record_format	oai_dc
spelling	ndltd-OhioLink-oai-etd.ohiolink.edu-osu13661987002021-08-03T05:22:06Z Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids Whittemore, Sean M. Chemistry Studies toward the selective functionalization of saturated fatty acids using iridium carboxylate complexes are described. A variety of iridium complexes were developed bearing a coordinated carboxylate ligand. These complexes were submitted to known dehydrogenation conditions; however, dehydrogenation products were not observed. The bidentate binding of the carboxylate was thought to be responsible for the lack of reactivity observed in these complexes. The carboxylate ligands were therefore derivatized in an effort to favor monodentate coordination. Acylphosphine ligands, which are readily synthesized from fatty acids, were of particular interest due to the long phosphorus carbonyl bond distance relative to the oxygen carbonyl bond distance in carboxylates. Initial studies using acylphosphines resulted in the synthesis of a novel anionic complex. The structural characterization and reactivity of this complex is discussed. Continued work with acylphosphines led to the discovery of a unique site-selective dehydrogenation reaction. A plausible mechanism for this transformation is proposed based on the isolation of observed intermediates and computational studies. 2013-07-24 English text The Ohio State University / OhioLINK http://rave.ohiolink.edu/etdc/view?acc_num=osu1366198700 http://rave.ohiolink.edu/etdc/view?acc_num=osu1366198700 unrestricted This thesis or dissertation is protected by copyright: all rights reserved. It may not be copied or redistributed beyond the terms of applicable copyright laws.
collection	NDLTD
language	English
sources	NDLTD
topic	Chemistry
spellingShingle	Chemistry Whittemore, Sean M. Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids
author	Whittemore, Sean M.
author_facet	Whittemore, Sean M.
author_sort	Whittemore, Sean M.
title	Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids
title_short	Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids
title_full	Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids
title_fullStr	Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids
title_full_unstemmed	Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids
title_sort	efforts toward the site-selective dehydrogenation of saturated fatty acids
publisher	The Ohio State University / OhioLINK
publishDate	2013
url	http://rave.ohiolink.edu/etdc/view?acc_num=osu1366198700
work_keys_str_mv	AT whittemoreseanm effortstowardthesiteselectivedehydrogenationofsaturatedfattyacids
_version_	1719419172576821248

Efforts Toward the Site-Selective Dehydrogenation of Saturated Fatty Acids

Similar Items