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Multidentate Iodoalkyne Receptors as Halogen Bond Donors

Posted on:2016-02-09Degree:M.ScType:Thesis
University:University of Toronto (Canada)Candidate:Takasaki, HarumiFull Text:PDF
GTID:2471390017482920Subject:Molecular chemistry
Abstract/Summary:
Halogen bonding is an expanding area in supramolecular chemistry. Previously, the Taylor group has reported a series of multidentate iodoperfluoroarene based receptors that displayed strong halogen bonding with anions in solution. Recent computational studies have shown that iodoalkyne based halogen donor exhibit comparable positive character of sigma-hole to perfluoroiodoarene donors. As iodoalkynes remain unexplored as halogen bond donors, numerous multidendate iodoalkyne based receptors were developed. Preliminary investigations involved obtaining thermodynamic data, in order to understand their binding behavior with anions in solution. These studies are imperative to further understand processes of self-assembly based on halogen bonding, for applications in wide range of areas, including molecular recognition, biomedical applications and crystal engineering.;Chapter 1 describes the synthesis and development of various multidentate iodoalkyne based halogen bond donors, with discussions of their binding properties in solution-phase.;Chapter 2 discusses crystal design employing tetrakis(4-(iodoethynyl)phenyl)methane, for understanding structure design by halogen bonding and for future applications in materials engineering.
Keywords/Search Tags:Halogen, Multidentate, Iodoalkyne, Receptors, Donors
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