Synthesis of (η6-arene)tricarbonylchromium derivatives of 1,4-dihydro-3,1-benzoxazines

被引:8
作者
Sazonova, E., V [1 ]
Artemov, A. N. [1 ]
Faerman, V., I [1 ]
Aksenova, N. A. [1 ]
Timofeeva, A. A. [1 ]
Zaytseva, Yu A. [1 ]
Somov, N., V [1 ]
Grishina, N. Yu [1 ]
机构
[1] Lobachevsky State Univ Nizhny Novgorod, 5 Korp,23 Prosp Gagarina, Nizhnii Novgorod 603950, Russia
关键词
(η (6)-arene)tricarbonylchromium; 1; 4-dihydro-3; 1-benzoxazines; heterocyclic compounds; triammine(tricarbonyl)chromium; 1,3-DIPOLAR CYCLOADDITION REACTION; PI-COMPLEXES; TRICARBONYL; 1,3-OXAZOLIDINES; ISOXAZOLIDINES; 1,3-OXAZINANES; CONDENSATION; ALDEHYDES; CHEMISTRY; DENSITY;
D O I
10.1007/s11172-021-3073-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of (eta(6)-arene)tricarbonylchromium derivatives of 1,4-dihydro-3,1-benzoxazines was synthesized and characterized. The compounds were obtained by two alternative methods, namely, by the reaction of triammine(tricarbonyl)chromium with 1,4-dihydro-3,1-benzoxazines (method A) and by the condensation of (eta(6)-2-aminobenzyl alcohol)tricarbonylchromium with various aldehydes and ketones (method B). The composition and structure of obtained compounds were established by different physicochemical methods of analysis, such as HPLC, UV, IR, H-1 NMR spectroscopy, mass spectrometry, and X-ray diffraction.
引用
收藏
页码:171 / 178
页数:8
相关论文
共 34 条
[1]   Reaction of phenyl-containing N-substituted 1,3-oxazolidines and 1,3-oxazinanes with triammine(tricarbonyl)chromium [J].
Artemov, A. N. ;
Sazonova, E. V. ;
Aksenova, N. A. ;
Fukin, G. K. ;
Cherkasov, A. V. ;
Faerman, V. I. ;
Grishina, N. Yu. .
RUSSIAN CHEMICAL BULLETIN, 2019, 68 (08) :1548-1554
[2]   The synthesis of new 1,3-oxazolidines and 1,3-oxazinanes containing (η6-arene)tricarbonylchromium group based on condensation between aldehydes and amino alcohols [J].
Artemov, A. N. ;
Sazonova, E. V. ;
Krylova, N. A. ;
Zvereva, E. A. ;
Pechen, N. A. ;
Fukin, G. K. ;
Cherkasov, A. V. ;
Faerman, V. I. ;
Grishina, N. Yu. .
RUSSIAN CHEMICAL BULLETIN, 2018, 67 (05) :884-892
[3]   1,3-Dipolar cycloaddition reaction of nitrone η6-(arene)chromium tricarbonyl complexes with styrene and η6-(styrene)chromium tricarbonyl [J].
Artemov, A. N. ;
Sazonova, E. V. ;
Zarovkina, N. Yu .
RUSSIAN CHEMICAL BULLETIN, 2013, 62 (06) :1382-1387
[4]   Synthesis of new η6-(arene) chromium tricarbonyl complexes of isoxazolidines by 1,3-dipolar cycloaddition [J].
Artemov, A. N. ;
Sazonova, E. V. ;
Mavrina, E. A. ;
Zarovkina, N. Yu. .
RUSSIAN CHEMICAL BULLETIN, 2012, 61 (11) :2076-2081
[5]   Metalated (η6-arene)tricarbonylchromium complexes in organometallic chemistry [J].
Berger, A ;
Djukic, JP ;
Michon, C .
COORDINATION CHEMISTRY REVIEWS, 2002, 225 (1-2) :215-238
[6]   Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation [J].
Bugaenko, Dmitry I. ;
Karchava, Alexander V. ;
Yurovskaya, Marina A. .
RUSSIAN CHEMICAL REVIEWS, 2018, 87 (03) :272-301
[7]   THE ANALYTICAL CALCULATION OF ABSORPTION IN MULTIFACETED CRYSTALS [J].
CLARK, RC ;
REID, JS .
ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :887-897
[8]  
Dotz K.H., 2004, METAL CARBENES ORGAN, P1
[9]  
Farrugia L.J., 1999, J. Appl. Cryst, V32, P837, DOI [DOI 10.1107/S0021889899006020, 10.1107/S0021889812029111, DOI 10.1107/S0021889812029111]
[10]   The QTAIM Approach to Chemical Bonding Between Transition Metals and Carbocyclic Rings: A Combined Experimental and Theoretical Study of (η5-C5H5)Mn(CO)3, (η6-C6H6)Cr(CO)3, and (E)-{(η5-C5H4)CF=CF(η5-C5H4)}(η5-C5H5)2Fe2 [J].
Farrugia, Louis J. ;
Evans, Cameron ;
Lentz, Dieter ;
Roemert, Max .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (03) :1251-1268