Till sidans topp

Sidansvarig: Webbredaktion
Sidan uppdaterades: 2012-09-11 15:12

Tipsa en vän
Utskriftsversion

Reaction between benzylli… - Göteborgs universitet Till startsida
Webbkarta
Till innehåll Läs mer om hur kakor används på gu.se

Reaction between benzyllithium and 2-ethylpyridine: Chiral crystals of a 1-(2-pyridyl)ethyllithium complex versus formation of lithium 4-benzyl-2-ethyl-1,4-dihydropyridinide

Artikel i vetenskaplig tidskrift
Författare Tove Wiklund
Susanne Olsson
Anders Lennartson
Publicerad i Monatshefte fur Chemie
Volym 142
Sidor 813-819
ISSN 0026-9247
Publiceringsår 2011
Publicerad vid Institutionen för kemi
Sidor 813-819
Språk en
Länkar doi.org/10.1007/s00706-011-0519-1
Ämnesord Chiral resolution, Chirality, Dihydropyridine, Organolithium chemistry, Spontaneous resolution, X-ray structure determination
Ämneskategorier Kemi

Sammanfattning

The reaction between benzyllithium and prochiral 2-ethylpyridine in tetrahydrofuran has been studied. In the presence of N,N,N′,N″, N″-pentamethyldiethylenetriamine (PMDTA), it was found that 1-(2-pyridyl)ethyllithium was formed as a PMDTAcomplex. This complex ismononuclear, with lithium coordinated to the pyridyl nitrogen atom only; there are no short lithium-carbon distances and the structure approaches that of an enamide rather than a carbanion. The complex undergoes spontaneous resolution and forms chiral crystals with two molecules in the asymmetric unit; the two molecules have different configurations at the chirogenic pyridyl nitrogen atoms but share the same chiral conformation of the chelate ring systems. Reaction between benzyllithium and 2-ethylpyridine in tetrahydrofuran in the absence of PMDTA was found to give a high proportion of lithium 4-benzyl-2-ethyl-1,4- dihydropyridinide, and crystals of a dinuclear complex displaying tetrahydrofuran ligands and co-crystallised n-hexane molecules were isolated. © Springer-Verlag 2011.

Sidansvarig: Webbredaktion|Sidan uppdaterades: 2012-09-11
Dela:

På Göteborgs universitet använder vi kakor (cookies) för att webbplatsen ska fungera på ett bra sätt för dig. Genom att surfa vidare godkänner du att vi använder kakor.  Vad är kakor?