Five-membered rings with two nonadjacent heteroatoms with at least one boron

R Alan Aitken, Dheirya Kalpesh Sonecha

Research output: Chapter in Book/Report/Conference proceedingChapter


Developments in the chemistry of five-membered ring heterocycles containing two non-adjacent heteroatoms, with at least one boron, in the period 2008–20 are reviewed. Application of theoretical and structural methods to these compounds is described including X-ray structure determination and both 11B and 31P NMR. The major reactions of azaboroline and phosphaborolane systems as well as their benzo analogues are discussed, with an emphasis on the ability of these “frustrated Lewis pairs” to undergo addition and cycloaddition. Methods for the synthesis of such systems are systematically covered. The systems containing boron and phosphorus have only been reported recently and were not included in previous editions of Comprehensive Heterocyclic Chemistry.

Original languageEnglish
Title of host publicationComprehensive heterocyclic chemistry IV - a review of the literature 2008-2021
Subtitle of host publicationVolume 4: Five-membered rings with two heteroatoms, and their fused carbocyclic derivatives
EditorsR.A. Aitken
Place of PublicationAmsterdam
PublisherElsevier (incl. Pergamon )
Number of pages10
ISBN (Electronic)9780128186565
ISBN (Print)9780323912679, 9780128186558
Publication statusPublished - 23 Nov 2021


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