The chiral crown conformation in paddlewheel complexes.
Bimetallic paddlewheel complexes derived from imides of (S)-tert-leucine adopt 'chiral crown' configurations in which the four imide groups are projected in a chiral arrangement on one face, and the four tert-butyl groups are projected on the opposite face. In this contribution, the generality of the chiral crown conformation is examined through crystallographic studies where the metal and the nature of the chiral ligands are altered. Based upon these observations, a model is proposed to explain the factors which create bias for the chiral crown configuration.
DeAngelis
Andrew
A
Brown Laboratory, Department of Chemistry and Biochemistry, Newark, DE 19803, USA.
Boruta
David T
DT
Lubin
Jean-Bernard
JB
Plampin
James N
JN
Yap
Glenn P A
GP
Fox
Joseph M
JM
D018360:Crystallography, X-Ray; D007094:Imides / Q000737:chemistry*; D007930:Leucine / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
D007094:Imides; D007930:Leucine
Org Lett. 2002 Oct 31;4(22):3887-90
12599484
Org Lett. 2006 Aug 3;8(16):3437-40
16869629
J Am Chem Soc. 2004 Jul 28;126(29):8916-8
15264821
J Am Chem Soc. 2009 Jun 3;131(21):7230-1
19469571
J Org Chem. 2006 Dec 8;71(25):9253-60
17137350
Nature. 2008 Jan 24;451(7177):417-24
18216847
Org Lett. 2008 Aug 21;10(16):3603-6
18616257
Chem Commun (Camb). 2008 Mar 14;(10):1238-40
18309429
J Am Chem Soc. 2009 Nov 18;131(45):16383-5
19860407
Chemistry. 2010 Mar 15;16(11):3291-5
20175164
Chem Rev. 2003 Apr;103(4):977-1050
12683775
Coord Chem Rev. 2008 Mar;252(5-7):545-555
19255604