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1,2,3‐Triborolane aus Norbornenderivaten, Allylbenzol und Dehalogenierungsprodukten von Dichlor(diisopropylamino)boran; 2,4,5‐Tris(diisopropylamino)‐2,4,5‐triborabicyclo[1.1.1]pentan‐Bicyclus oder Carboran?
Author(s) -
Bromm Dietmar,
Seebold Uwe,
Noltemeyer Mathias,
Meller Anton
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.19911241202
Subject(s) - chemistry , norbornene , borane , norbornadiene , tris , bicyclic molecule , medicinal chemistry , stereochemistry , carborane , steric effects , organic chemistry , catalysis , biochemistry , polymer , monomer
1,2,3‐Triborolanes from Norbornene Derivatives, Allylbenzene and Dehalogenation Products of Dichloro(diisopropyl‐amino)borane; 2,4,5‐Tris(diisopropylamino)‐2,4,5‐triborabicyclo[1.1.1]pentane‐Bicyclus or Carborane? The new 1,2,3‐tris(diisopropylamino)triborolanes 1, 2, 3 and 4 have been prepared by treatment of mixtures of 2‐norbornene ( A ), 5‐methylene‐2‐norbornene ( B ), 5‐ethylidene‐2‐norbornene ( C ) and allylbenzene ( D ) with dichloro(diisopropylamino)borane with Na/K alloy in hexane. The corresponding species 5 , derived from 2,5‐norbornadiene ( E ), is relatively unstable and by a retro Diels‐Alder reaction gives 2,3,4‐tris(diisopropylamino)‐1,5‐dicarba‐ closo ‐pentaborane(5) ( 6 ). The compounds are characterized by chemical analyses, MS and NMR ( 1 H, 11 B, 13 C, 15 N) and 1, 4 and 6 also by X‐ray structure analyses.