This paper described the indirect and convenient syntheses of novel tetra-bridged calix[4]tube and 1,2-3,4-bis-bridged calix[4]arene in high yields. By the ring-opening reaction of calix[4]-bis-hydrazide derivative 2 with succinic anhydride, calix[4]arene carboxyl derivative 4 was obtained in 95% yield. Under the DCC/DMAP/CH2Cl2 system, novel tetra-bridged calix[4]tube 6 was prepared by the intermolecular self-condensation of compound 4 in 90% yield. Under the same system in high diluted condition, novel 1,2-3,4-bis-bridged calix[4]arene 5 was synthesized in 26% yield as by-product. The structures and conformations of new compounds were characterized by elemental analyses, IR, ESI-MS, 1H NMR, etc.
Zhang Yingmei
,
Yang Fafu
,
Bai Xiaoyan
,
Liu Zhiqiang
,
Guo Hongyu
. Convenient Synthesis of Novel Tetra-bridged Biscalix[4]tube and 1,2-3,4-Bis-bridged Calix[4]arene[J]. Chinese Journal of Organic Chemistry, 2012
, 32(12)
: 2350
-2353
.
DOI: 10.6023/cjoc201207012
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(杨发福, 郑林禄, 季衍卿, 郭红玉, 林建荣, 有机化学, 2006, 26, 268.)
