ISSN:
1434-1948
Keywords:
Boron
;
Diazaboroles
;
Halogens
;
Isocyanides
;
Heterocycles
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A series of differently substituted 2-chloro-, 2-fluoro- and 2-iodo-2,3-dihydro-1H-1,3,2-diazaboroles have been prepared by various methods. 1,3-Di-tert-butyl-2-fluoro-2,3-dihydro-1H-1,3,2-diazaborole (3a), 1,3-di-tert-butyl-2-chloro-2,3-dihydro-1H-1,3,2-diazaborole (5a), 1,3-bis(2,6-dimethyl-phenyl)-2-chloro-2,3-dihydro-1H-1,3,2-diazaborole (5b), 2-chloro-4,5-dimethyl-1,3-dineopentyl-2,3-dihydro-1H-1,3,2-diazaborole (5c), and 1,3-di-tert-butyl-2-iodo-2,3-dihydro-1H-1,3,2-diazaborole (6a) were formed from the corresponding lithiated Z-1,2-diaminoethenes, by treatment with BF3·OEt2, BCl3, or BI3 in n-hexane. Compounds 3a, 5a, and 5b are also available by sodium amalgam reduction of the adduct (tBu)(BF3)N=CH-CH=N(BF3)(tBu) (2a), and the borolium salts [RNa=CH-CH=Nb(R)BCl2]X (Na-B) (4a: R = tBu, X = BCl4 and 4b: R = 2,6-Me2C6H2, X = Cl) respectively. The iodo derivative (2,6-Me2C6H2)-Na-CH=CH-Nb(2,6-Me2C6H2)BI (Na-B) (6b) was synthesized in a redox reaction between the 1,4-diazabutadiene 1b and BI3. The novel compounds were characterized by 1H-, 11B- and 13C-NMR spectroscopy, as well as by an X-ray structure analysis of 6b.Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2005/1998/98047_s.pdf or from the author.
Type of Medium:
Electronic Resource
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