Bis- and tetracalix[4]arenes in the partial cone conformation: synthesis, structure and RCM reactions

被引:13
作者
Chen, CF [1 ]
Lu, LG [1 ]
Hu, ZQ [1 ]
Peng, XX [1 ]
Huang, ZT [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Biol Chem Lab, Ctr Mol Sci, Beijing 100080, Peoples R China
基金
中国国家自然科学基金;
关键词
multi-calix[4]arene; partial cone conformation; RCM reaction; synthesis; structure;
D O I
10.1016/j.tet.2005.01.132
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis, structure and ring-closing metathesis (RCM) reactions of polyether bridged biscalix[4]arenes 6 in the partial cone conformation with upper rim allyl substituents are reported. The RCM reaction modes depend on the length of polyether chain. Diethylene glycolic chain produced the dimer 7a and linear oligomer 7a' with multi-cavities, whereas triethylene and tetraethylene glycolic chains allowed direct cyclization through intramolecular head-to-tail pattern to yield novel bridged biscalix[4]arenes 7b-c. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3853 / 3858
页数:6
相关论文
共 32 条
[1]   Synthesis of selectively formylated calixarene ethers [J].
Arora, V ;
Chawla, HM ;
Santra, A .
TETRAHEDRON, 2002, 58 (28) :5591-5597
[2]  
ASFARI Z, 2001, CALIXARENES REVISITE
[3]   The exclusivity of multivalency in dynamic covalent processes [J].
Badjic, JD ;
Cantrill, SJ ;
Grubbs, RH ;
Guidry, EN ;
Orenes, R ;
Stoddart, JF .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (25) :3273-3278
[4]   Rational synthesis of multicyclic bis[2]catenanes [J].
Bogdan, A ;
Vysotsky, MO ;
Ikai, T ;
Okamoto, Y ;
Böhmer, V .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (13) :3324-3330
[5]   The synthesis of calix[4]crown based dendrimer [J].
Bu, JH ;
Zheng, QY ;
Chen, CF ;
Huang, ZT .
TETRAHEDRON, 2005, 61 (04) :897-902
[6]   Recent developments in olefin cross-metathesis [J].
Connon, SJ ;
Blechert, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (17) :1900-1923
[7]   Synthesis of calix[4]arenylvinylene and calix[4]arenylphenylene oligomers by Stille and Suzuki cross-coupling reactions [J].
Dondoni, A ;
Ghiglione, C ;
Marra, A ;
Scoponi, M .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (25) :9535-9539
[8]   Crystal and solution structures of 25,27-diethoxycarbonylmethoxy-26,28-dimethoxy-t-butylcalix[4] arene [J].
Duggan, PJ ;
Sheahan, SL ;
Szydzik, ML .
TETRAHEDRON LETTERS, 2000, 41 (17) :3165-3168
[9]   Cross-linking dendrimers with allyl ether end-groups using the ring-closing metathesis reaction [J].
Elmer, SL ;
Zimmerman, SC .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (21) :7363-7366
[10]   Olefin metathesis [J].
Grubbs, RH .
TETRAHEDRON, 2004, 60 (34) :7117-7140