ISSN:
0009-2940
Schlagwort(e):
Enolate of tert-butyl cyanoacetate with Li+ or DBU-H+ as gegenions
;
Hydrogen bridge from DBU-H+ to the enolate oxygen atom
;
Enolates of cyanoacetates, reaction with electrophiles
;
Chemistry
;
Inorganic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
For the first time a solid-state structure with protonated 1,8-diazobicyclo[5.4.0]undec-7-ene (DBU-H+) as the gegenion of an “organic” anion, namely tert-butyl α-cyanoacetate (2-), is determined. The DBU-H+ N - H bond forms a hydrogen bridge to the enolate oxygen atom of 2-, the first N-H bridge to an enolate oxygen atom ever characterized. The structure of 2- DBU-H+ is compared with that of the corresponding lithium compound [2- Li+ · TMEDA]2 in which the cations are bound to the N atoms of the cyano groups and the enolate O atoms forming a twelve-membered ring. Literature reports on the rather different chemistry of anions like 2- having alkali metal ions or DBU-H+, respectively, as the gegenions can be understood by means of the two new solid-state structures disclosed in this publication.
Zusätzliches Material:
5 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/cber.19941271031
