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Protolysis of Tri‐ tert ‐butylazadiboriridine: Formation of a B‐H‐B Bridge in Unusual Coordination
Author(s) -
Müller Matthias,
Eversheim Ellen,
Englert Ulli,
Boese Roland,
Paetzold Peter
Publication year - 1995
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.19951280203
Subject(s) - chemistry , hydroboration , stereochemistry , boron , hydrogen bond , crystallography , diborane , nmr spectra database , amine gas treating , medicinal chemistry , molecule , spectral line , organic chemistry , catalysis , physics , astronomy
The BB bond of tri‐ tert ‐butylazadiboriridine [NRBRBR] (R = t Bu; 1 ) is oxidized by MeOH to give the (hydroboryl)(methoxyboryl)amine HBRNR‐BR(OMe) ( 2a ). μ‐2,3‐Hydroazoniadiborata‐1‐cyclopropenes [NRBR(X)μHBR] ( 3a, 3c‐e ) are formed by the action of the acids HX upon 1 . A similar hydrogen bridge as in 3a‐e is formed during the hydroboration of 1 by catecholborane, yielding 3f . A B atom is identified in the products 3a‐f to be planarly coordinated by four atoms, two of which are forming a BHB three‐center bond with that B atom. This is a novel bonding situation in boron chemistry. The structures of the products are deduced from 1 H‐, 11 B‐, and 13 C‐NMR spectra and are confirmed by X‐ray structural analyses of 2a, 3a , and 3c.