Fischer-type alkyl(hydrazino)carbene complexes: new synthetic potential incomparison with aminocarbene complexes

Citation
E. Licandro et al., Fischer-type alkyl(hydrazino)carbene complexes: new synthetic potential incomparison with aminocarbene complexes, J ORGMET CH, 617(1), 2001, pp. 399-411
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
617
Issue
1
Year of publication
2001
Pages
399 - 411
Database
ISI
SICI code
0022-328X(20010115)617:1<399:FACNSP>2.0.ZU;2-C
Abstract
A general picture is given of the reactivity of the two Fischer-type alkyl( hydrazino)carbene complexes (CO)(5)Cr=C(CH3)N(Bn)N(CH3)(2) (1) and (CO)(4)C r=C(CH3)N(Bn)N(CH3)(2) (3). Unlike their organic isolobal hydrazide analogu es, they easily yield the corresponding alpha -anions at -78 degreesC, whic h react with various electrophiles. Furthermore, the tetracarbonyl chelate 3 (easily generated from 1) has greater synthetic potential than aminocarbe nes: for example, it can be alkylated stepwise twice in the alpha -position , thus making it possible to introduce a new stereogenic centre in the mole cule. (C) 2001 Elsevier Science B.V. All rights reserved.