PMID- 18381750
OWN - NLM
STAT- PubMed-not-MEDLINE
DCOM- 20080627
LR  - 20080528
IS  - 1520-636X (Electronic)
IS  - 0899-0042 (Linking)
VI  - 20
IP  - 7
DP  - 2008 Jul
TI  - Discrimination of chiral guests by chiral channels: variable temperature studies 
      by SXRD and solid state 13C NMR of the deoxycholic acid complexes of 
      camphorquinone and endo-3-bromocamphor.
PG  - 863-70
LID - 10.1002/chir.20561 [doi]
AB  - 3alpha,12alpha-dihydroxy-5beta-cholan-24-oic acid (deoxycholic acid DCA) is able 
      to discriminate between the R- and S-enantiomers of camphorquinone and 
      endo-(+)-3-bromocamphor and select only the S-enantiomers from a racemic mixture. 
      DCA forms novel well ordered 1:1 adducts with (1S)-(+)-camphorquinone and 
      (1S)-endo-(-)-3-bromocamphor, both of which have been characterized by single 
      crystal X-ray diffraction (SXRD). When DCA is cocrystallized with 
      (RS)-camphorquinone and (RS)-endo-3-bromocamphor, 1:1 adducts of the 
      S-enantiomers are produced together with crystals of the free racemic guest. In 
      contrast, in the absence of (1S)-(+)-camphorquinone, DCA forms a 2:1 adduct with 
      (1R)-(-)-camphorquinone. In this 2:1 adduct the guest is disordered at ambient 
      temperature and undergoes a phase change in the region 160-130 K similar to that 
      observed for the ferrocene adduct, but with only partial ordering of the guest. 
      The SXRD structure of the low temperature form and the variable temperature (13)C 
      CP/MAS NMR are reported. Cocrystallizing DCA with (1R)-endo-(+)-3-bromocamphor 
      gives the free guest and a glassy solid.
CI  - Copyright 2008 Wiley-Liss, Inc.
FAU - Tahir, Mohamed I M
AU  - Tahir MI
AD  - Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 
      Mansfield Road, Oxford OX1 3TA, UK.
FAU - Rees, Nicholas H
AU  - Rees NH
FAU - Heyes, Stephen J
AU  - Heyes SJ
FAU - Cowley, Andrew R
AU  - Cowley AR
FAU - Prout, Keith
AU  - Prout K
LA  - eng
PT  - Journal Article
PL  - United States
TA  - Chirality
JT  - Chirality
JID - 8914261
EDAT- 2008/04/03 09:00
MHDA- 2008/04/03 09:01
CRDT- 2008/04/03 09:00
PHST- 2008/04/03 09:00 [pubmed]
PHST- 2008/04/03 09:01 [medline]
PHST- 2008/04/03 09:00 [entrez]
AID - 10.1002/chir.20561 [doi]
PST - ppublish
SO  - Chirality. 2008 Jul;20(7):863-70. doi: 10.1002/chir.20561.