Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
Synthons for supramolecular assemblies: Synthesis of new triazine-core polyhydroxylated and multi-N-donor compounds
Muhammad Moazzam Naseer (1,*)
, Habiba Nazir (2) , Shahid Hameed (3) (1) Department of Chemistry, Quaid-i-Azam University, Islamabad-45320, Pakistan
(2) Department of Biochemistry, Pir Mehr Ali Shah Arid Agriculture University, Rawalpindi, Pakistan
(3) Department of Chemistry, Quaid-i-Azam University, Islamabad-45320, Pakistan
(*) Corresponding Author
Received: 15 Feb 2013 | Revised: 02 Mar 2013 | Accepted: 13 Mar 2013 | Published: 30 Jun 2013 | Issue Date: June 2013
Abstract
The synthesis of new triazine-core polyhydroxylated and multi-N-donor compounds are being reported. The reaction of 2,4,6-tris(4-n-butylaminophenyl)triazine (1) with cyanuric chloride provided star-shaped fragment (2) with six reactive chloro-substituents. Upon treatment of this fragment with bis(2-hydroxyethyl)amine (3a) and bis(2-pyridylmethyl)amine (3b), functionalized polyhydroxylated (4a) and multi-N-donor compounds (4b) were obtained in high yields through nucleophilic aromatic substitution. These functionalized compounds are expected to have unique applications in supramolecular self-assembly and material chemistry.
Keywords
Full Text:
PDF
DOI: 10.5155/eurjchem.4.2.149-152.750
Links for Article
| | | | | | |
| | | | | | |
| | |
Related Articles
Article Metrics
This Abstract was viewed 898 times |
PDF Article downloaded 1748 times
Funding information
The higher education commission (HEC), (PM-IPFP/HRD/HEC/2011/3407), Govt. of Pakistan, Pakistan
References
[1]. Naseer, M. M.; Hameed, S. Cryst. Eng. Comm. 2012, 14, 4247-4250.
http://dx.doi.org/10.1039/c2ce25118c
[2]. Leininger, S.; Olenyuk, B.; Stang, P. J. Chem. Rev. 2000, 100, 853-907.
http://dx.doi.org/10.1021/cr9601324
PMid:11749254
[3]. Northrop, B.; Zheng, Y. R.; Chi, K. W.; Stang, P. J. Acc. Chem. Res. 2009, 42, 1554-1563.
http://dx.doi.org/10.1021/ar900077c
PMid:19555073 PMCid:2764814
[4]. Li, S. S.; Northrop, B.; Yuan, Q. H.; Wan, L. J.; Stang, P. J. Acc. Chem. Res. 2009, 42, 249-259.
http://dx.doi.org/10.1021/ar800117j
PMid:19072706 PMCid:2654282
[5]. Pluth, M. D.; Bergman, R. G.; Raymond, K. N. Science 2007, 316, 85-88.
http://dx.doi.org/10.1126/science.1138748
PMid:17412953
[6]. Rebek J. Jr. Acc. Chem. Res. 2009, 42, 1660-1668.
http://dx.doi.org/10.1021/ar9001203
PMid:19603810
[7]. Tiefenbacher, K.; Rebek, J. Jr. J. Am. Chem. Soc. 2012, 134, 2914-2917.
http://dx.doi.org/10.1021/ja211410x
PMid:22263583
[8]. Tiefenbacher, K.; Ajami, D.; Rebek, J. Jr. Angew. Chem. Int. Ed. 2011, 50, 12003-12007.
http://dx.doi.org/10.1002/anie.201102548
PMid:22002600 PMCid:3272346
[9]. Desiraju. G. R. Angew. Chem. Int. Ed., 1995, 34, 2311-2327.
[10]. Gondi, S. R.; Son, D. Y. Synth. Commun. 2004, 34, 3061-3072.
http://dx.doi.org/10.1081/SCC-200028517
[11]. Black, C. T.; Ruiz, R.; Breyta, G.; Cheng, J. Y.; Colburn, M. E.; Guarini, K. W.; Kim, H. C.; Zhang, Y. IBM J. Res. Dev. 2007, 51, 605-633.
http://dx.doi.org/10.1147/rd.515.0605
[12]. Fendler, J. H. Chem. Mater. 2001, 13, 3196-3210.
http://dx.doi.org/10.1021/cm010165m
[13]. Zhang, S.; Marini, D. M.; Hwang, W.; Santoso, S. Curr. Opin. Chem. Biol. 2002, 6, 865-871.
http://dx.doi.org/10.1016/S1367-5931(02)00391-5
[14]. Otsuka, H.; Nagasaki, Y.; Kataoka, K. Curr. Opin. Colloid Interface Sci. 2001, 6, 3-10.
http://dx.doi.org/10.1016/S1359-0294(00)00082-0
[15]. Chen, W.-Y.; Ouyang, L.; Chen, R.-Y.; Li, X.-S. Synth. Commun. 2012, 42, 2585-2594.
http://dx.doi.org/10.1080/00397911.2011.563023
[16]. Arai, T.; Yamada, Y.; Yamamoto, N.; Sasai, H.; Shibasaki, M. Chem. Eur. J. 1996, 2, 1368-1372.
http://dx.doi.org/10.1002/chem.19960021107
[17]. Weis, M.; Waloch, C.; Seiche, W.; Breit, B. J. Am. Chem. Soc. 2006, 128, 4188-4189.
http://dx.doi.org/10.1021/ja058202o
PMid:16568968
[18]. Stojanovic, M. N.; De Prada, P.; Landry, D. W. J. Am. Chem. Soc. 2000, 122, 11547-11548.
http://dx.doi.org/10.1021/ja0022223
[19]. Yang, X.; Johnson, S.; Shi, J.; Holesinger, T.; Swanson, B. Sens. Actuators B 1997, 45, 79-84.
http://dx.doi.org/10.1016/S0925-4005(97)00273-6
[20]. Yang, H.; Yu, C.; Song, Q.; Xia, Y.; Li, F.; Chen, Z.; Li, X.; Yi, T.; Huang, C. Chem. Mater. 2006, 18, 5173-5177.
http://dx.doi.org/10.1021/cm061112d
[21]. Jiang, S. P.; Liu, Z.; Tian, Z. Q. Adv. Mater. 2006, 18, 1068-1072.
http://dx.doi.org/10.1002/adma.200502462
[22]. Yoshizawa, M.; Klosterman, J. K.; Fujita, M. Angew. Chem., Int. Ed. 2009, 48, 3418-3438.
http://dx.doi.org/10.1002/anie.200805340
PMid:19391140
[23]. Hof, F.; Craig, S. L.; Nuckolls, C.; Rebek, J. Angew. Chem., Int. Ed. 2002, 41, 1488-1508.
http://dx.doi.org/10.1002/1521-3773(20020503)41:9<1488::AID-ANIE1488>3.0.CO;2-G
[24]. Lindoy, L. F.; Atkinson, I. M. Self-Assembly in Supramolecular Systems (Monographs in Supramolecular Chemistry), Volume 7, Royal Society of Chemistry, Cambridge, 2000.
[25]. Fujita, M. Molecular Self Assembly: Organic Versus Inorganic Approaches. Structure and Bonding, Volume 96, Springer, Berlin, 2000.
[26]. Megger, D. A.; Muller, J. Synth. Commun. 2011, 41, 2524-2529.
http://dx.doi.org/10.1080/00397911.2010.505704
[27]. Fiedler, D.; Leung, D. H.; Bergman, R. G.; Raymond, K. N. Acc. Chem. Res. 2005, 38, 351-360.
http://dx.doi.org/10.1021/ar040152p
PMid:15835881
[28]. Kusukawa, T.; Nakai, T.; Okano, T.; Fujita, M. Chem. Lett. 2003, 32, 284-285.
http://dx.doi.org/10.1246/cl.2003.284
[29]. Schaefer, F. C.; Peters, G. A. J. Org. Chem. 1961, 26, 2778-2784.
http://dx.doi.org/10.1021/jo01066a036
[30]. Juarez, R.; Gomez, R.; Segura, J. L.; Seoane, C. Tetrahedron Lett. 2005, 46, 8861-8864.
http://dx.doi.org/10.1016/j.tetlet.2005.10.073
[31]. Naseer, M. M.; Wang, D.-X.; Zhao, L.; Huang, Z.-T.; Wang, M.-X. J. Org. Chem. 2011, 76, 1804-1813.
http://dx.doi.org/10.1021/jo102483x
PMid:21291201
[32]. Naseer, M. M.; Hameed, S. Appl. Organometal. Chem. 2012, 26, 330-334.
http://dx.doi.org/10.1002/aoc.2865
How to cite
The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item
DOI Link: https://doi.org/10.5155/eurjchem.4.2.149-152.750
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
European Journal of Chemistry 2013, 4(2), 149-152 | doi: https://doi.org/10.5155/eurjchem.4.2.149-152.750 | Get rights and content
Refbacks
- There are currently no refbacks.
Copyright (c)
© Copyright 2010 - 2021 • Atlanta Publishing House LLC • All Right Reserved.
The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.
Copyright 2010-2021 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.