TY - JOUR
T1 - A new class of chiral macrocyclic polythiacrown systems and a caveat
AU - Grabarnik, Mikhail
AU - Goldberg, Israel
AU - Fuchs, Benzion
PY - 1997/11/7
Y1 - 1997/11/7
N2 - The reactions of 2,6-bis(bromomethyl)-cis-tetraoxadecalin (TOD) 3 with ethane-1,2-dithiol 4 (1,2-ethylenethioglycol, ETG) and the higher PETGs in Cs2CO3 promoted processes result in new polythiamacrocycles, having PETG bridges on or between cis-TOD crown systems in the ETG:TOD ratios; 1:1 (7), 2:1 (17) and 3:1 (18), as well as the unique 2:2 (meso- and rac-8), 3:3 (9) and 4:4 (10) systems; 7 and 8 have been structurally (X-ray) analyzed. An important new observation and caveat: ETG undergoes a base (Cs2CO3, etc.) promoted oligo- and poly-merization process.
AB - The reactions of 2,6-bis(bromomethyl)-cis-tetraoxadecalin (TOD) 3 with ethane-1,2-dithiol 4 (1,2-ethylenethioglycol, ETG) and the higher PETGs in Cs2CO3 promoted processes result in new polythiamacrocycles, having PETG bridges on or between cis-TOD crown systems in the ETG:TOD ratios; 1:1 (7), 2:1 (17) and 3:1 (18), as well as the unique 2:2 (meso- and rac-8), 3:3 (9) and 4:4 (10) systems; 7 and 8 have been structurally (X-ray) analyzed. An important new observation and caveat: ETG undergoes a base (Cs2CO3, etc.) promoted oligo- and poly-merization process.
UR - http://www.scopus.com/inward/record.url?scp=33748814004&partnerID=8YFLogxK
U2 - 10.1039/a706580i
DO - 10.1039/a706580i
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:33748814004
SN - 0300-922X
SP - 3123
EP - 3125
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
IS - 21
ER -