A new approach to the synthesis of asymmetric heavy multiple bonds
LE3 .A278 2015
2015
Ellis, Bobby
Acadia University
Bachelor of Science
Honours
Chemistry
The synthesis of several N,N-, and C,C- bound tin carbenoids was attempted and several air-sensitive dihalogenated phosphines, RPCl2, were synthesized as precursors for the attempted synthesis of heavy, asymmetric double bonds. The phosphine precursors were combined with a reducing agent in an attempt to generate a phosphinidene in situ, which would proceed to react with a carbenoid, generating the desired double bond. The precursor molecules were characterized by 13C{1H} NMR and 31P{1H} NMR spectroscopy and the formation of P–Sn adducts was observed using this technique, although no heavy double bond was isolated. This new approach to the synthesis of heavy multiple bonds has potential, but the reactivity of the precursor moieties needs to be further refined and the redox properties of the precursors need to be further investigated.
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https://scholar.acadiau.ca/islandora/object/theses:1222