The synthesis of novel Stannylenes and testing their reactivity towards forming heavy element multiple bonds

Johnson, M. L. (2017). The synthesis of novel Stannylenes and testing their reactivity towards forming heavy element multiple bonds. https://scholar.acadiau.ca/islandora/object/theses:2103

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Details:

Title

The synthesis of novel Stannylenes and testing their reactivity towards forming heavy element multiple bonds

Author
Johnson, Michelle L.
Call Number

LE3 .A278 2017

Date

2017

Supervisor

Ellis, Bobby

Degree Grantor

Acadia University

Degree Name

Bachelor of Science

Degree Level

Honours

Discipline

Chemistry

Affiliation

Chemistry

Abstract

The syntheses of several N,N-bound stannylenes (Sn(NR2)2, NR2= Mes2Mal and Dipp2Nacnac) and N,C-bound stannylenes (ArSnNiPr2, Ar = Mes, Tripp, TerMes, and Mes*) were attempted, but the stannylenes were unable to be isolated. The syntheses of several compounds featuring heavy element multiple bonds were also attempted using a bis(amido)stannylene (Sn(N(TMS)2)2 and nitrogen (TMSN3) and phosphorus reagents ((TrippP)3, (MesP)4, and (PhP)5). Only the reaction with TMSN3 resulted in a product consistent with having a tin-nitrogen double bond. The redox chemistry of bis(amindo)stannylene was also further investigated through a cycloaddition reaction with 2,3-dimethyl-1,3-butadiene which yielded a tin heterocyclic product. Reaction products were characterized by 1H, 13C{1H },31P{1H}, and 119Sn{1H} nuclear magnetic resonance spectroscopy. Further work is necessary to confirm the tin-nitrogen double bond geometry and determine its reactivity as well as to optimize the synthesis conditions.

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Permanent Link

https://scholar.acadiau.ca/islandora/object/theses:2103

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