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Synthesis 2008(18): 2963-2967
DOI: 10.1055/s-2008-1067245
DOI: 10.1055/s-2008-1067245
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Chiral Confined Space: Induction of Stereochemistry in a M4L4 Metallosupramolecular Container
Further Information
Received
29 May 2008
Publication Date:
22 August 2008 (online)
Publication History
Publication Date:
22 August 2008 (online)

Abstract
A triangular triscatechol ligand with enantiomerically pure terminal amide groups is prepared and used for the diastereoselective self-assembly of enantiomerically pure metallosupramolecular M4L4 tetrahedra.
Key words
tetrahedron - chirality - coordination compound - self-assembly - catechol
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1a
Cram DJ.Cram JM. Container Molecules and Their Guests Royal Society of Chemistry; Cambridge: 1994. -
1b
Jasat A.Sherman JC. Chem. Rev. 1999, 99: 931 -
1c
Helgeson RC.Paek K.Knobler CB.Maverick EF.Cram DJ. J. Am. Chem. Soc. 1996, 118: 5590 -
1d
Sherman JC.Cram DJ. J. Am. Chem. Soc. 1989, 111: 4527 -
1e
Beno BR.Sheu C.Houk KN.Warmuth R.Cram DJ. Chem. Commun. 1998, 301 -
1f
Fiedler D.Bergman RG.Raymond KN. Angew. Chem. Int. Ed. 2004, 43: 6748 ; Angew. Chem. 2004, 116, 6916 -
1g
Pluth MD.Bergman RG.Raymond KN. Science 2007, 316: 85 -
1h
Yoshizawa M.Tamura M.Fujita M. Science 2006, 312: 251 -
1i
MacGillivray LR.Atwood JL. Nature 1997, 389: 469 -
1j
Grotzfeld RM.Branda N.Rebek J. Science 1996, 271: 487 -
1k
Scarso A.Rebek J. Top. Curr. Chem. 2006, 265: 1 - 2
Enemark EJ.Stack TDP. Angew. Chem. Int. Ed. 2004, 37: 932 ; Angew. Chem. 1998, 110, 977 -
3a
Terpin AJ.Ziegler M.Johnson DW.Raymond KN. Angew. Chem. Int. Ed. 2004, 40: 157 ; Angew. Chem. 2001, 113, 161 -
3b
Davis AV.Fiedler D.Ziegler M.Terpin A.Raymond KN. J. Am. Chem. Soc. 2007, 129: 15354 - 4
Argent SP.Riis-Johannessen T.Jeffery JC.Harding LP.Ward MD. Chem. Commun. 2005, 4647 -
5a
Albrecht M.Janser I.Meyer S.Weis P.Fröhlich R. Chem. Commun. 2003, 2854 -
5b
Albrecht M.Janser I.Burk S.Weis P. Dalton Trans. 2006, 2875 -
5c
Albrecht M.Burk S.Weis P.Schalley CA.Kogej M. Synthesis 2007, 3736 - See for comparison:
-
5d
Amoroso AJ.Jefferey JC.Jones PL.McCleverty JA.Thornton P.Ward MD. Angew. Chem., Int. Ed. Engl. 1995, 34: 1443 ; Angew. Chem. 1995, 107, 1577 -
5e
Brückner C.Powers RE.Raymond KN. Angew. Chem. Int. Ed. 1998, 37: 1837 ; Angew. Chem. 1998, 110, 1937 -
5f
Saalfrank RW.Glaser H.Demleitner B.Hampel F.Chowdhry MM.Schünemann V.Trautwein AX.Vaughan GBM.Yeh R.Davis AV.Raymond KN. Chem. Eur. J. 2001, 8: 493 - 6
Stack TDP.Karpishin TB.Raymond KN. J. Am. Chem. Soc. 1992, 114: 1512 - 7
Albrecht M. Synlett 1996, 565 - 8
Albrecht M. Chem. Eur. J. 1997, 3: 1466 - 9 Modelling Package, PC Spartan O2 Wavefunction Inc.; Irvine: 2002.
- 10
Albrecht M.Janser I.Fleischhauer J.Wang Y.Raabe G.Fröhlich R. Mendeleev Commun. 2004, 250