dc.contributor.advisor	Martin, Caleb D.
dc.creator	Laperriere, Leif E., 1995-
dc.date.accessioned	2019-12-04T14:15:04Z
dc.date.available	2019-12-04T14:15:04Z
dc.date.created	2019-08
dc.date.issued	2019-06-27
dc.date.submitted	August 2019
dc.date.updated	2019-12-04T14:15:05Z
dc.description.abstract	The reactions of 9-phenyl-9-borafluorene with 1,2 dipolar molecules, specifically carbonyls, and protic substrates, were investigated. With respect to carbonyls, an aldehyde, ketone, and ketene all demonstrated insertion into the endocyclic B-C bond to furnish a BOC5 heterocycle. These reactions proved the ability of 9-borafluorenes to react with 1,2 dipolar reagents to generate 7-membered boracycles with a biphenyl backbone. The relative stability and reactivity of 9-phenyl-9-borafluorene was probed by it's reactivity with N-H, O-H, S-H, and P-H bonds. Protodeborylation was observed for phenol, water, aniline, and 4-bromothiophenol. In the case of water, both O-H bonds reacted with two units of 9-phenyl-9-borafluorene to furnish the oxygen bridged diborane, wheras only a single N-H bond of aniline reacted. Phenylphosphine coordinated to the boron center to give an adduct that did not react further. The reactivity was compared to reactivity with pentaphenylborole.
dc.format.mimetype	application/pdf
dc.identifier.uri	https://hdl.handle.net/2104/10733
dc.language.iso	en
dc.rights.accessrights	Worldwide access
dc.subject	Borafluorene. Ring insertion. Ring opening. Boron. Anti-aromatic. Borole.
dc.title	Exploring the reactivity of 9-phenyl-9-borafluorene with 1,2-dipolar molecules.
dc.type	Thesis
dc.type.material	text
thesis.degree.department	Baylor University. Dept. of Chemistry & Biochemistry.
thesis.degree.grantor	Baylor University
thesis.degree.level	Masters
thesis.degree.name	M.S.

Exploring the reactivity of 9-phenyl-9-borafluorene with 1,2-dipolar molecules.

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