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

[31]

IRIE S, 1995, SYNTHESIS-STUTTGART, P1179

[32] THERMODYNAMIC AND KINETIC DATA FOR MACROCYCLE INTERACTION WITH CATIONS AND ANIONS [J].

IZATT, RM ;

PAWLAK, K ;

BRADSHAW, JS ;

BRUENING, RL .

CHEMICAL REVIEWS, 1991, 91 (08) :1721-2085

[33] High-purity-blue and high-efficiency electroluminescent devices based on anthracene [J].

Kim, YH ;

Jeong, HC ;

Kim, SH ;

Yang, KY ;

Kwon, SK .

ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (11) :1799-1805

[34] SYNTHESIS OF AZA-CROWN ETHERS [J].

KRAKOWIAK, KE ;

BRADSHAW, JS ;

ZAMECKAKRAKOWIAK, DJ .

CHEMICAL REVIEWS, 1989, 89 (04) :929-972

[35] SILVER SELECTIVE PYRIDINE BASED DIAMIDE-DIESTER 18-MEMBERED MACROCYCLE-SYNTHESIS AND IONOPHORE CHARACTER [J].

KUMAR, S ;

SINGH, R ;

SINGH, H .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (02) :363-364

[36] Synthesis and association behaviour of pyridine based 18-membered diamide - Diester - Thioether macrocycles. [J].

Kumar, S ;

Kaur, N ;

Singh, H .

TETRAHEDRON LETTERS, 1996, 37 (12) :2071-2072

[37] Synthetic ionophores .14. Effect of pyridine and thioether ligating units on Ag+ selectivity in 18-membered diamide-diester macrocycles [J].

Kumar, S ;

Kaur, N ;

Singh, H .

TETRAHEDRON, 1996, 52 (42) :13483-13492

[38] Highly efficient, deep-blue doped organic light-emitting devices [J].

Lee, MT ;

Liao, CH ;

Tsai, CH ;

Chen, CH .

ADVANCED MATERIALS, 2005, 17 (20) :2493-+

[39] Rational design and synthesis of novel dimeric diketoacid-containing inhibitors of HIV-1 integrase: Implication for binding to two metal ions on the active site of integrase [J].

Long, YQ ;

Jiang, XH ;

Dayam, R ;

Sanchez, T ;

Shoemaker, R ;

Sei, S ;

Neamati, N .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (10) :2561-2573

[40] The anthracen-9-ylmethyloxy unit: An underperforming motif within the fluorescent PET (photoinduced electron transfer) sensing framework [J].

Magri, DC ;

Callan, JF ;

de Silva, AP ;

Fox, DB ;

McClenaghan, ND ;

Sandanayake, KRAS .

JOURNAL OF FLUORESCENCE, 2005, 15 (05) :769-775

← 1 2 3 4 5 →