Preparation, Structure and Reactivity of 2-Chloro-, 2-Fluoro- and 2-Iodo-2,3-dihydro-1H-1,3,2-diazaboroles
✍ Scribed by Lothar Weber; Eckhard Dobbert; Roland Boese; Michael T. Kirchner; Dieter Bläser
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 386 KB
- Volume
- 1998
- Category
- Article
- ISSN
- 1434-1948
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✦ Synopsis
A series of differently substituted 2-chloro-, 2-fluoro-and 2-with BF 3 •OEt 2 , BCl 3 , or BI 3 in n-hexane. Compounds 3a, 5a, and 5b are also available by sodium amalgam reduction of 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-the adduct (tBu)(BF 3 )N=CH-CH=N(BF 3 )(tBu) (2a), and the borolium salts
was synthesized in a redox reaction between the 1,4-diazabutadiene 1b and BI 3 . The novel diazaborole (5c), and 1,3-di-tert-butyl-2-iodo-2,3-dihydro-1H-1,3,2-diazaborole (6a) were formed from the compounds were characterized by 1 H-, 11 B-and 13 C-NMR spectroscopy, as well as by an X-ray structure analysis of 6b. corresponding lithiated Z-1,2-diaminoethenes, by treatment WWW under http://www.wiley-vch.de/home/eurjic or from the author.
available. The first pathway [Scheme 1 (a)], involves the gen-
📜 SIMILAR VOLUMES
1,3,2-diazaborole (4a) and Similarly, 1,3-di-tert-butyl-2-trimethylstannyl-2,3-dihydro-1H-1,3,2-diazaborole (8a) and 1,3-bis(2,6-dimethylphenyl)-2-1,3-bis(2,6-dimethylphenyl)-2,3-dihydro-1H-1,3,2-diazaborole (4b) were formed by the reaction of the corresponding trimethylstannyl-2,3-dihydro-1H-1,3,2-
3, were synthesized by cyclization of 4-propylthio-1,2-phenylenediamine ( 3) with the corresponding dichlorophosphoryl carbamates/thiocarbamates (2a-J) that were obtained by the addition of alcohols/thiols to isocyanatophosphoryl dichloride (1). The structures of the title compounds were confirme