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Göteborgs universitets publikationer

Spontaneous resolution versus formation of racemic crystals of indenylpotassium complexes

Författare och institution:
Susanne Olsson (Institutionen för kemi och molekylärbiologi); Anders Lennartson (Institutionen för kemi- och bioteknik, Polymerteknologi, Chalmers); Mikael Håkansson (Institutionen för kemi och molekylärbiologi)
Publicerad i:
Journal of Organometallic Chemistry, 741-742 s. 131-135
ISSN:
0022-328X
Publikationstyp:
Artikel, refereegranskad vetenskaplig
Publiceringsår:
2013
Språk:
engelska
Fulltextlänk:
Sammanfattning (abstract):
During a study of stereochemically labile organometallic reagents, we found that crystallisation of [K(ind)(pmdta)](n) (ind = indenyl, pmdta = N,N,N',N '',N ''-pentamethyldiethylenetriamine) from tetrahydrofuran (THF) gave rise to three different crystalline phases depending on the concentration. The more concentrated solutions gave racemic crystals of the previously known coordination polymer [K(ind)(pmdta)](n), alpha-1. More dilute solutions gave crystals of a new phase, beta-1, which was found to undergo spontaneous resolution. From even more dilute solutions, we were able to isolate a chiral inclusion compound with THF, 2, which also undergoes spontaneous resolution. Crystals of beta-1 and 2 were enantiomerically pure, and since beta-1 is a reactive organometallic reagent, attempts were made to use the crystals in enantioselective synthesis. Reacting single crystals with N-chlorosuccinimide gave rise to chiral 1-chloroindene, but no enantiomeric excess was observed.
Ämne (baseras på Högskoleverkets indelning av forskningsämnen):
NATURVETENSKAP ->
Kemi ->
Oorganisk kemi
Nyckelord:
Organopotassium reagents, Asymmetric synthesis, Concomitant polymorphism, Spontaneous resolution
Postens nummer:
182963
Posten skapad:
2013-09-10 08:47
Posten ändrad:
2016-08-22 09:08

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