Synthesis of Novel Amide-Crownophanes and Schiff Base-Crownophanes Based on p-Phenylene, 2,6-Naphthalene, and 9,10-Anthracene

被引：42

作者：

Muathen, Hussni A. ^{[1
]}

Aloweiny, Nour A. M. ^{[1
]}

Elwahy, Ahmed H. M. ^{[1
,2
]}

机构：

[1] Umm Al Qura Univ, Fac Sci Appl, Dept Chem, Makkah El Mukarramah, Saudi Arabia

[2] Cairo Univ, Fac Sci, Dept Chem, Giza, Egypt

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2009年 / 46卷 / 04期

关键词：

SUBSTITUTED MACROCYCLIC DIAMIDES; CROWN-ETHERS; SPECTROPHOTOMETRIC DETERMINATION; 18-MEMBERED DIAMIDE; EFFICIENT; PYRIDINE; 15-CROWN-FORMAZANS; DERIVATIVES; LIGANDS; DIESTER;

D O I：

10.1002/jhet.129

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel macrocyclic diamides 11-13, 16-18 are obtained in 45-66% yields by the reaction of dipotassium salts 10a-c and 15 with each of 1,4-di(bromomethyl)benzene 4, 2,6-di(bromomethyl)naphthalene 6 and 9, 10-di(bromomethyl)anthracene 8, repectively, in boiling DMF. On the other hand, the new macrocyclic Schiff bases 28 and 29 are obtained in 44% and 42% yields by heating the appropriate bis-amines 25b, 26b with the corresponding bis-aldehydes 21, 22, respectively, in refluxing acetic acid Under high-dilution conditions.

引用

页码：656 / 663

页数：8

共 49 条

[1] A facile and efficient synthetic approach to novel lariat macrocyclic diamides and bis macrocyclic diamides [J].

Abbas, AA ;

Elwahy, AHM ;

Ahmed, AAM .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 42 (01) :93-101

[2] Evaluation of some new 14- and 15-crown-formazans as carriers in cesium ion selective electrodes [J].

Barsoum, BN ;

Khella, SK ;

Elwaby, AHM ;

Abbas, AA ;

Ibrahim, YA .

TALANTA, 1998, 47 (05) :1215-1222

[3]

Bradshaw J.S., 1996, COMPREHENSIVE SUPRAM, V1, P35

[4] Luminescent sensors and switches in the early 21st century [J].

Callan, JF ;

de Silva, AP ;

Magri, DC .

TETRAHEDRON, 2005, 61 (36) :8551-8588

[5] CHEMICAL COMMUNICATION IN WATER USING FLUORESCENT CHEMOSENSORS [J].

CZARNIK, AW .

ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (10) :302-308

[6] Signaling recognition events with fluorescent sensors and switches [J].

de Silva, AP ;

Gunaratne, HQN ;

Gunnlaugsson, T ;

Huxley, AJM ;

McCoy, CP ;

Rademacher, JT ;

Rice, TE .

CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566

[7] Synthesis of the first tris(crown formazan) [J].

Elwahy, AHM ;

Abbas, AA .

TETRAHEDRON LETTERS, 2006, 47 (08) :1303-1306

[8] Micowave assisted synthesis of benzo-substituted macrocyclic diamides and their corresponding macrocyclic dithiodiamides [J].

Elwahy, AHM ;

Masaret, GS .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 41 (05) :711-715

[9] New trends in the chemistry of condensed heteromacrocycles Part A: Condensed azacrown ethers and azathiacrown ethers [J].

Elwahy, AHM .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 40 (01) :1-23

[10] Synthesis of new benzo-substituted macrocyclic ligands containing quinoxaline subunits [J].

Elwahy, AHM .

TETRAHEDRON, 2000, 56 (06) :897-907

← 1 2 3 4 5 →