TY - JOUR
T1 - Novel Podands and Macrocycles with Diacetal (Tetraoxadecalin) Cores
T2 - Synthesis, Structure, Stereochemistry and Cation Inclusion
AU - Abramson, Sarah
AU - Ashkenazi, Eli
AU - Frische, Klaus
AU - Goldberg, Israel
AU - Golender, Larisa
AU - Greenwald, Moshe
AU - Lemcoff, N. Gabriel
AU - Madar, Ravit
AU - Weinman, Sarah
AU - Fuchs, Benzion
PY - 2003/12/15
Y1 - 2003/12/15
N2 - A series of functionalized 2,6-dialkyl-cis-1,3,5,7-tetraoxadecalin podands (3-10, alkyl = hydroxy-, mesyloxy-, halo-, azido- and aminomethyl and -ethyl) were prepared, characterized, and used as precursors for a new and interesting class of macrocycles and cryptands (12-21), with the aim to use these as host-guest inclusion systems. Extensive spectroscopic work was performed, structural endorsement was obtained from X-ray diffraction analyses and further insight into the structures was obtained from theoretical/computational studies. A number of macrocycles in the series exhibited good complexation with alkaline-earth metal ions.
AB - A series of functionalized 2,6-dialkyl-cis-1,3,5,7-tetraoxadecalin podands (3-10, alkyl = hydroxy-, mesyloxy-, halo-, azido- and aminomethyl and -ethyl) were prepared, characterized, and used as precursors for a new and interesting class of macrocycles and cryptands (12-21), with the aim to use these as host-guest inclusion systems. Extensive spectroscopic work was performed, structural endorsement was obtained from X-ray diffraction analyses and further insight into the structures was obtained from theoretical/computational studies. A number of macrocycles in the series exhibited good complexation with alkaline-earth metal ions.
KW - Cations
KW - Diacetals
KW - Diazacrowns
KW - Host-guest systems
KW - Macroheterocycles
KW - Tetraoxadecalins
UR - http://www.scopus.com/inward/record.url?scp=0347362654&partnerID=8YFLogxK
U2 - 10.1002/chem.200304999
DO - 10.1002/chem.200304999
M3 - Article
AN - SCOPUS:0347362654
SN - 0947-6539
VL - 9
SP - 6071
EP - 6082
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 24
ER -