Synthesis and structure of stable alpha 1-boranyldiazomethanes: 1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaborolyl-(trimethylsilyl)diazomethane and 1,3-diethyl-2,3-dihydro-1H-1,3,2-benzodiazaborolyl-(trimethylsilyl)diazomethane

Authors
Weber, L Wartig, HB Stammler, HG Neumann, B
Citation
L. Weber et al., Synthesis and structure of stable alpha 1-boranyldiazomethanes: 1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaborolyl-(trimethylsilyl)diazomethane and 1,3-diethyl-2,3-dihydro-1H-1,3,2-benzodiazaborolyl-(trimethylsilyl)diazomethane, ORGANOMETAL, 20(24), 2001, pp. 5248-5250
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
02767333 → ACNP
Volume
20
Issue
24
Year of publication
2001
Pages
5248 - 5250
Database
ISI
SICI code
0276-7333(20011126)20:24<5248:SASOSA>2.0.ZU;2-R
Abstract
Reaction of equimolar amounts Of Me3SiC(N-2)Li with the 2-bromo-2,3-dihydro -1H-1,3,2-diaza-borolederivatives tBuNCH=CHN(tBu)BBr (1), EtN-C(CH=CH-CH=CH )CN(Et)BBr (3), and tBuNCH=C(CH=CH-CH=CH)N-B-Br (5) afforded the 1,3,2-diaz aborolyldiazomethanes tBuNCH=CHN(tBu)B-C(N-2)SiMe3 (2), EtN-C(CH=CH-CH=CH)C -AT(Et)B-C(N-2)SiMe3 (4), and tBuNCH=C(CH=CH-CH=CH)N-B-C(N-2)SiMe3 (6). The X-ray structure analysis of 2 revealed a planar five-membered heterocycle which is linked to the carbon atom of the diazomethyl unit via a B-C single bond. pi -Interactions between this carbon atom and the boron atom can thu s be excluded.