SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF TWO NEW PHENOLIC MANNICH BASES

被引:5
作者
Ayeni, Ayowole O. [1 ,2 ]
Watkins, Gareth M. [1 ]
Hosten, Eric C. [3 ]
机构
[1] Rhodes Univ, Dept Chem, Grahamstown, South Africa
[2] Obafemi Awolowo Univ, Dept Chem, Ife, Nigeria
[3] Nelson Mandela Univ, Dept Chem, Port Elizabeth, South Africa
关键词
Mannich base; Piperazine; X-ray diffraction; Hydrogen bonds; FE(III) COMPLEXES; THIOCYANATE; CU(II);
D O I
10.4314/bcse.v33i2.14
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two new Mannich bases, 5-methyl-2((4-(pyridin-2-yl)piperazin-l-yl)methyl)phenol (1) and 5methyl-2-((4-(4-nitrophenyl)piperazin-1 -yl)methyl)phenol (2), were prepared and characterized structurally with elemental analysis, IR, UV and NMR spectroscopic techniques as well as single crystal X-ray diffraction. Compound I crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 6.6726(2) angstrom, b = 17.0542(6) angstrom, c = 13.3222(4) angstrom, beta = 100.832(1)degrees, V = 1489.00 (8) angstrom(3), Z = 4, R-1 = 0.0408, wR(2) = 0.1143. Compound II crystallizes in the monoclinic space P21 with unit cell dimensions a = 5.9519(2) angstrom, b = 17.3315(8) angstrom, c = 15.7237(7) angstrom, beta = 90.348(2)degrees, V = 1621.95(12) angstrom(3), Z = 4, R-1 = 0.0353, wR(2) = 0.0965. Both compounds have their structures stabilized by hydrogen bonding and pi...pi interactions.
引用
收藏
页码:341 / 348
页数:8
相关论文
共 16 条
[1]  
[Anonymous], 2010, APEX2 SADABS SAINT
[2]   Polymorphism of a new Mannich base - [-4-methyl-2-((4-(4-(4nitrophenyl)piperazin-1-yl)methyl)phenol] [J].
Ayeni, Ayowole O. ;
Watkins, Gareth M. ;
Hosten, Eric C. .
JOURNAL OF MOLECULAR STRUCTURE, 2018, 1160 :38-45
[3]   Kinetic studies of the impact of thiocyanate moiety on the catalytic properties of Cu(II) and Fe(III) complexes of a new Mannich base [J].
Ayeni, Ayowole O. ;
Watkins, Gareth M. .
JOURNAL OF MOLECULAR STRUCTURE, 2018, 1158 :19-25
[4]   Biomimetics of mononuclear and dinuclear Cu(II) and Fe(III) complexes of a newly synthesized piperazyl Mannich base with or without thiocyanate towards catechol [J].
Ayeni, Ayowole Olaolu ;
Watkins, Gareth Mostyn .
MONATSHEFTE FUR CHEMIE, 2018, 149 (12) :2175-2182
[5]   PREPARATION AND NMR CHARACTERIZATION OF HYDROGEN-BONDING IN 2,6-BIS-(N,N-DIETHYLAMINOMETHYL-4R-PHENOLS AND 2,6-BIS-(N,N-DIETHYLAMINOMETHYL)-4R-PHENOLS [J].
BRYCKI, B ;
MACIEJEWSKA, H ;
BRZEZINSKI, B ;
ZUNDEL, G .
JOURNAL OF MOLECULAR STRUCTURE, 1991, 246 (1-2) :61-71
[6]   Schiff base coordination flexibility toward binary cobalt and ternary zinc complex assemblies. The case of the hexadentate ligand N,N′-bis[(2-hydroxybenzilideneamino)-propyl]-piperazine [J].
Cretu, Carmen ;
Tudose, Ramona ;
Cseh, Liliana ;
Linert, Wolfgang ;
Halevas, Eleftherios ;
Hatzidimitriou, Antonios ;
Costisor, Otilia ;
Salifoglou, Athanasios .
POLYHEDRON, 2015, 85 :48-59
[7]  
Dimmock JR, 1997, CURR MED CHEM, V4, P1
[8]   SYNTHESIS, STRUCTURAL AND PHOTO-PHYSICAL STUDIES OF TRANSITION METAL COMPLEXES WITH MANNICH BASES DERIVED FROM 2-MERCAPTOBENZIMIDAZOLE [J].
Farooq, Amna ;
Imran, Muhammad ;
Iqbal, Zafar ;
Bokhari, Tanveer Hussain ;
Latif, Shoomaila ;
Farooq, Ayesha ;
Liaqat, Muhammad ;
Mitu, Liviu .
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2018, 32 (03) :481-490
[9]   Anomalous strengthening of the intramolecular hydrogen bond by steric repulsion [J].
Filarowski, A ;
SzemikHojniak, A ;
Glowiak, T ;
Koll, A .
JOURNAL OF MOLECULAR STRUCTURE, 1997, 404 (1-2) :67-74
[10]   ShelXle: a Qt graphical user interface for SHELXL [J].
Huebschle, Christian B. ;
Sheldrick, George M. ;
Dittrich, Birger .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2011, 44 :1281-1284