Direct preparation and structure determination of tertiary and secondary amine boranes from primary or secondary amine boranes

Amal Shibli, Hijazi Abu Ali, Israel Goldberg, Morris Srebnik*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

New secondary and tertiary amine borane derivatives were prepared in a one-pot reaction starting from primary amine boranes. The reaction involves treatment of an amine borane with 2 equivalents of s-BuLi at -78 °C. In general, mixtures of mono and di metallated products were obtained. Alkyl iodides and benzyl chloride reacted with the lithiated amine, but aldehydes and ketones were reduced. Conversion was high as determined by NMR, but moderate to low yields were obtained after chromatography, possibly due to decomposition on silica. Crystal structures were obtained for the compounds 3a, 3b and 3c.

Original languageEnglish
Pages (from-to)2180-2185
Number of pages6
JournalJournal of Organometallic Chemistry
Volume690
Issue number9
DOIs
StatePublished - 29 Apr 2005

Funding

FundersFunder number
Hebrew University of Jerusalem

    Keywords

    • N-deprotonation
    • Sec-amine borane
    • X-ray structures
    • tert-amine borane

    Fingerprint

    Dive into the research topics of 'Direct preparation and structure determination of tertiary and secondary amine boranes from primary or secondary amine boranes'. Together they form a unique fingerprint.

    Cite this