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Universität Tübingen

Boron-Nitrogen Derivatives of Organic Reactive Intermediates

Abstract

The boron-nitrogen derivatives of organic molecules have attracted the chemists’ attention due to their distinct chemical properties. This dissertation focuses on ways to access the diphenylaminoborylene (Ph2NB:) and 9,10-didehydro-9-aza-10-boraphenanthrene (E). The diphenylaminoborylene, is isostructural to vinylidene and that was intended to generate from bisazido(diphenylamino)borane [Ph2NB(N3)2] under matrix isolation condition. During sublimation an extremely dangerous and highly explosive triazidoborane [B(N3)3] was sublimed. Upon photolysis the corresponding photo product NNBN was identified. The BN derivative of o-benzyne is called 1,2-azaborine and 9,10-didehydro-9-aza-10-boraphenanthrene (E) is a higher analog of 1,2-azaborine. To obtain E, different routes have been followed: (i) thermolysis of azidoborane, (ii) thermolysis of silyl(silyloxy)aminoborole and (iii) base induced dehydrohalogenation. This research has produced a number of key findings: a new type of azidoborane is introduced and its cyclotrimerization due to high Lewis acidity is observed; formal dyotropic rearrangement of aminoborole to azaborine fragment is attained; dehydrohalogenation of appropriate aminoborane by suitable bases has been established.

Author and committee

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Author
  • Biswas, Sunanda

Identifiers

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Identifier
hdl:10900/49632

Chain of custody

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Universität Tübingen
Base URL
publikationen.uni-tuebingen.de/oai/request
Last updated
2026-08-21
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OAI-PMH GetRecord
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citation

Biswas, Sunanda. Boron-Nitrogen Derivatives of Organic Reactive Intermediates. 2012.