EFFECTS OF A STRONG ELECTRON-WITHDRAWING N-BORTYL SUBSTITUENT ON THE STABILITY OF NITRILIMINES - SURPRISING DIMERIZATION INVOLVING THE NITRILIMINE HETEROATOM SUBSTITUENTS WITH FORMATION OF (FUSED) BICYCLIC [3.3.0] AND [4.3.0] DERIVATIVES

Authors
DUBAU N ARTHUR MP DAHAN F BACEIREDO A BERTRAND G
Citation
N. Dubau et al., EFFECTS OF A STRONG ELECTRON-WITHDRAWING N-BORTYL SUBSTITUENT ON THE STABILITY OF NITRILIMINES - SURPRISING DIMERIZATION INVOLVING THE NITRILIMINE HETEROATOM SUBSTITUENTS WITH FORMATION OF (FUSED) BICYCLIC [3.3.0] AND [4.3.0] DERIVATIVES, Organometallics, 13(7), 1994, pp. 2913-2916
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Organometallics → ACNP
ISSN journal
02767333
Volume
13
Issue
7
Year of publication
1994
Pages
2913 - 2916
Database
ISI
SICI code
0276-7333(1994)13:7<2913:EOASEN>2.0.ZU;2-I
Abstract
The lithium salts of [bis(diisopropylamino)-phosphino]diazomethane 1a and s(diisopropylamino)thioxophosphoranyl]diazomethane 1b react with d icyclohexylchloroborane giving transient N-boryl-nitrilimines 2a and 2 b, which dimerize affording (fused) heterobicyclic [3.3.0] and [4.3.0] derivatives 4 and 6, respectively. Base induced hydrolysis of 6 leads to 1,4-dihydro-1,2,4,5-tetrazine 9.