Syntheses, structures, and anion-binding properties of two novel calix[2]benzo[4]pyrroles

被引：45
作者：
Cafeo, Grazia
Kohnke, Franz H.
White, Andrew L. P.
Garozzo, Domenico
Messina, Angela
机构：
[1] Univ Messina, Dipartimento Chim Organ & Biol, I-98166 Messina, Italy
[2] Univ London Imperial Coll Sci & Technol, Chem Crystallog Lab, Dept Chem, London SW7 2AZ, England
[3] CNR, ICTP Catania, I-95125 Catania, Italy
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2007年 / 13卷 / 02期
关键词：
anions; calixpyrroles; host-guest systems; macrocycles; structure elucidation;
D O I：
10.1002/chem.200600452
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Calix[2]benzo[4]pyrrole m-6 and p-6, each containing two dipyrromethane moieties and two m-phenylene or p-phenylene units, respectively, were readily synthesised from pyrrole, 1,3- and 1,4-bis(1,1'-dimethylhydroxymethyl)benzene, (m-4 and p-4, respectively) and acetone. Macrocycles m-6 and p-6 were tested as receptors for a selection of anions, such as acetate, dihydrogenphosphate and fluoride. The X-ray structures of m-6 and p-6 and those of the complexes m-6(.)F(-), m-6(.)Cl(-) and m-6(.)CH(3)COO(-) (with an nBu(4)N(+) counterion) were also determined.
引用
收藏
页码：649 / 656
页数：8
相关论文
共 51 条
[1]   Electrospray ionization mass spectrometry (ESI-MS) as a useful tool for fast evaluation of anion and cation complexation abilities of a cyclam derivative [J].
Alfonso, I ;
Astorga, C ;
Gotor, V .
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2005, 53 (1-2) :131-137
[2]   Convenient route to super-expanded calixpyrroles:: Synthesis of calix[n]furano[m]pyrroles (n=3, 4, 6, 8 and m=2, 4) [J].
Arumugam, N ;
Jang, YS ;
Lee, CH .
ORGANIC LETTERS, 2000, 2 (20) :3115-3117
[3]   The elusive β-unsubstituted calix[5]pyrrole finally captured [J].
Cafeo, G ;
Kohnke, FH ;
Parisi, MF ;
Nascone, RP ;
La Torre, GL ;
Williams, DJ .
ORGANIC LETTERS, 2002, 4 (16) :2695-2697
[4]  
Cafeo G, 2002, CHEM-EUR J, V8, P3148, DOI 10.1002/1521-3765(20020715)8:14<3148::AID-CHEM3148>3.0.CO
[5]  
2-B
[6]   Double-cavity calix[4]pyrrole derivative with enhanced capacity for the fluoride anion [J].
de Namor, AFD ;
Shehab, M .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (37) :17440-17444
[7]   Calixpyrroles [J].
Gale, PA ;
Sessler, JL ;
Král, V .
CHEMICAL COMMUNICATIONS, 1998, (01) :1-8
[8]   Calixpyrroles II [J].
Gale, PA ;
Anzenbacher, P ;
Sessler, JL .
COORDINATION CHEMISTRY REVIEWS, 2001, 222 :57-102
[9]   Calix[4]pyrroles: Old yet new anion-binding agents [J].
Gale, PA ;
Sessler, JL ;
Kral, V ;
Lynch, V .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (21) :5140-5141
[10]   Anion-π interactions:: must the aromatic ring be electron deficient? [J].
Garau, C ;
Quiñonero, D ;
Frontera, A ;
Ballester, P ;
Costa, A ;
Deyà, PM .
NEW JOURNAL OF CHEMISTRY, 2003, 27 (02) :211-214
123456