Azobrücken aus Azinen, XII. Transannulare Hydroborierung von parallel benachbarten CC/NN‐Bindungen | Zendy

Brand Uwe | Zendy; Hünig Siegfried | Zendy; Peters Karl | Zendy; Schnering Hans Georg Von | Zendy

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Azobrücken aus Azinen, XII. Transannulare Hydroborierung von parallel benachbarten CC/NN‐Bindungen

Author(s) -

Brand Uwe,

Hünig Siegfried,

Peters Karl,

Schnering Hans Georg Von

Publication year - 1991

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19911240534

Subject(s) - chemistry , borane , adduct , hydroboration , nuclear magnetic resonance spectroscopy , medicinal chemistry , stereochemistry , hydrogen bond , double bond , molecule , polymer chemistry , organic chemistry , catalysis

Azo Bridges from Azines, XII., – Transannular Hydroboration of Close Parallel CC and NN Bonds In the systems 3 and 5 9‐borabicyclo[3.3.1]nonane (9‐BBN) adds to the close parallel CC/NN bonds in a transannular reaction. A B – N bond is formed and the borane hydrogen transferred to the CC bond regio‐ and stereospecifically. The structure of the adducts 4 and 6 is elucidated by NMR spectroscopy and in the case of 4a by an X‐ray analysis. The catecholborane 9 forms with 3 an azo – borane adduct at first, pointing to a stepwise transannular reaction.

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