메뉴 건너뛰기




Volumn 168, Issue , 2012, Pages 318-328

2,2′-Diaminoazo-benzene, a potential scaffold for the synthesis of bis-ureas and thioureas: Solution phase anion sensing and binding studies

Author keywords

2,2 Diaminoazo benzene; Anion binding; Bis urea thioureas; Colorimetric sensors; Deprotonation

Indexed keywords

ANION BINDING; ANION SENSING; ARYL RINGS; BINDING STUDIES; BIS-UREA/THIOUREAS; COLOR CHANGES; COLORIMETRIC SENSORS; H-BONDING; NAKED-EYE; PROTIC SOLVENTS; SOLUTION PHASE; VARIATION METHOD;

EID: 84861579995     PISSN: 09254005     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.snb.2012.04.029     Document Type: Article
Times cited : (24)

References (49)
  • 1
    • 0032705165 scopus 로고    scopus 로고
    • Anion recognition: Synthetic receptors for anions and their application in sensors
    • T.S. Snowden, and E.V. Anslyn Anion recognition: synthetic receptors for anions and their application in sensors Current Opinion in Chemical Biology 3 1999 740 746
    • (1999) Current Opinion in Chemical Biology , vol.3 , pp. 740-746
    • Snowden, T.S.1    Anslyn, E.V.2
  • 2
    • 0028906540 scopus 로고
    • Molecular recognition base-pairing and phosphate chelation. Ditopic and tritopic sapphyrin-based receptors for the recognition and transport of nucleotide monophosphates
    • V. Krail, and J.L. Sessler Molecular recognition base-pairing and phosphate chelation. Ditopic and tritopic sapphyrin-based receptors for the recognition and transport of nucleotide monophosphates Tetrahedron 51 1995 539 554
    • (1995) Tetrahedron , vol.51 , pp. 539-554
    • Krail, V.1    Sessler, J.L.2
  • 4
    • 0029148869 scopus 로고
    • Acceleration of a dipolar Claisen rearrangement by hydrogen bonding to a soluble diaryl urea
    • D.P. Curran, and L.H. Kuo Acceleration of a dipolar Claisen rearrangement by hydrogen bonding to a soluble diaryl urea Tetrahedron Letters 36 1995 6647 6650
    • (1995) Tetrahedron Letters , vol.36 , pp. 6647-6650
    • Curran, D.P.1    Kuo, L.H.2
  • 6
    • 0032850167 scopus 로고    scopus 로고
    • Pyruvate and lactate protect striatal neurons against N-methyl-d-aspartate-induced neurotoxicity
    • M. Maus, P. Marin, M. Israel, J. Glowinski, and J. Premont Pyruvate and lactate protect striatal neurons against N-methyl-d-aspartate-induced neurotoxicity European Journal of Neuroscience 11 1999 3215 3224
    • (1999) European Journal of Neuroscience , vol.11 , pp. 3215-3224
    • Maus, M.1    Marin, P.2    Israel, M.3    Glowinski, J.4    Premont, J.5
  • 9
    • 17544398524 scopus 로고    scopus 로고
    • Fluorogenic and Chromogenic Chemosensors and Reagents for Anions
    • R. Martínez-Máñez, and F. Sancenón Fluorogenic and Chromogenic Chemosensors and Reagents for Anions Chemical Reviews 103 2003 4419 4476
    • (2003) Chemical Reviews , vol.103 , pp. 4419-4476
    • Martínez-Máñez, R.1    Sancenón, F.2
  • 10
    • 33646051232 scopus 로고    scopus 로고
    • Naked-eye detection of fluoride ion in water: A remarkably selective easy-to-prepare test paper
    • Z.-H. Lin, S.-J. Ou, C.-Y. Duan, B.-G. Zhang, and Z.-P. Bai Naked-eye detection of fluoride ion in water: a remarkably selective easy-to-prepare test paper Chemical Communications 2006 624 626
    • (2006) Chemical Communications , pp. 624-626
    • Lin, Z.-H.1    Ou, S.-J.2    Duan, C.-Y.3    Zhang, B.-G.4    Bai, Z.-P.5
  • 11
    • 46749155463 scopus 로고    scopus 로고
    • Colorimetric 'naked-eye' and fluorescent sensors for anions based on amidourea functionalised 1,8-naphthalimide structures: Anion recognition via either deprotonation or hydrogen bonding in DMSO
    • H.D.P. Ali, P.E. Kruger, and T. Gunnalaugsson Colorimetric 'naked-eye' and fluorescent sensors for anions based on amidourea functionalised 1,8-naphthalimide structures: anion recognition via either deprotonation or hydrogen bonding in DMSO New Journal of Chemistry 32 2008 1153 1161
    • (2008) New Journal of Chemistry , vol.32 , pp. 1153-1161
    • Ali, H.D.P.1    Kruger, P.E.2    Gunnalaugsson, T.3
  • 12
    • 78649304681 scopus 로고    scopus 로고
    • Colorimetric and fluorescent anion sensors: An overview of recent developments in the use of 1,8-naphthalimide-based chemosensors
    • R.M. Duke, E.B. Veale, F.M. Pfeffer, P.E. Kruger, and T. Gunnlaugsson Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensors Chemical Society Reviews 39 2010 3936 3953
    • (2010) Chemical Society Reviews , vol.39 , pp. 3936-3953
    • Duke, R.M.1    Veale, E.B.2    Pfeffer, F.M.3    Kruger, P.E.4    Gunnlaugsson, T.5
  • 13
    • 78650355746 scopus 로고    scopus 로고
    • Recent progress on polymer-based fluorescent and colorimetric chemosensors
    • H.N. Kim, Z. Guo, W. Zhu, J. Yoon, and H. Tian Recent progress on polymer-based fluorescent and colorimetric chemosensors Chemical Society Reviews 40 2011 79 93
    • (2011) Chemical Society Reviews , vol.40 , pp. 79-93
    • Kim, H.N.1    Guo, Z.2    Zhu, W.3    Yoon, J.4    Tian, H.5
  • 16
    • 84859111668 scopus 로고    scopus 로고
    • Pyrrole-based anion sensors, part I: Colorimetric sensors
    • P. Anzenbacher Pyrrole-based anion sensors, part I: colorimetric sensors Topics in Heterocyclic Chemistry 24 2010 205 236
    • (2010) Topics in Heterocyclic Chemistry , vol.24 , pp. 205-236
    • Anzenbacher, P.1
  • 17
    • 0034657464 scopus 로고    scopus 로고
    • Naked-eye detection of anions in dichloromethane: Colorimetric anion sensors based on calix[4] pyrrole
    • H. Miyaji, W. Sato, and J.L. Sessler Naked-eye detection of anions in dichloromethane: colorimetric anion sensors based on calix[4] pyrrole Angewandte Chemie International Edition 39 2000 1777 1780
    • (2000) Angewandte Chemie International Edition , vol.39 , pp. 1777-1780
    • Miyaji, H.1    Sato, W.2    Sessler, J.L.3
  • 18
    • 32644431886 scopus 로고    scopus 로고
    • 1,3-Indane-based chromogenic calixpyrroles with push-pull chromophores: Synthesis and anion sensing
    • R. Nishiyabu, and P. Anzenbacher Jr. 1,3-Indane-based chromogenic calixpyrroles with push-pull chromophores: synthesis and anion sensing Organic Letters 8 2006 359 362
    • (2006) Organic Letters , vol.8 , pp. 359-362
    • Nishiyabu, R.1    Anzenbacher, Jr.P.2
  • 19
    • 34248337844 scopus 로고    scopus 로고
    • Anion recognition by N-confused calix[4] pyrrole-α-carbaldehyde and its Knoevenagel reaction derivatives
    • W. Dehaen, P.A. Gale, S.E. Garcia-Garrido, M. Kostermans, and M.E. Light Anion recognition by N-confused calix[4] pyrrole-α-carbaldehyde and its Knoevenagel reaction derivatives New Journal of Chemistry 31 2007 691 696
    • (2007) New Journal of Chemistry , vol.31 , pp. 691-696
    • Dehaen, W.1    Gale, P.A.2    Garcia-Garrido, S.E.3    Kostermans, M.4    Light, M.E.5
  • 20
    • 58049208287 scopus 로고    scopus 로고
    • β-Vinyl substituted calix[4] pyrrole as a selective ratiometric sensor for cyanide anion
    • S.-J. Hong, J. Yoo, S.-H. Kim, J.S. Kim, J. Yoon, and C.-H. Lee β-Vinyl substituted calix[4] pyrrole as a selective ratiometric sensor for cyanide anion Chemical Communications 2009 189 191
    • (2009) Chemical Communications , pp. 189-191
    • Hong, S.-J.1    Yoo, J.2    Kim, S.-H.3    Kim, J.S.4    Yoon, J.5    Lee, C.-H.6
  • 23
    • 78649289829 scopus 로고    scopus 로고
    • Anion complexation and sensing using modified urea and thiourea-based receptors
    • A.-F. Li, J.-H. Wang, F. Wang, and Y.-B. Jiang Anion complexation and sensing using modified urea and thiourea-based receptors Chemical Society Reviews 39 2010 3729 3745
    • (2010) Chemical Society Reviews , vol.39 , pp. 3729-3745
    • Li, A.-F.1    Wang, J.-H.2    Wang, F.3    Jiang, Y.-B.4
  • 24
    • 78649232443 scopus 로고    scopus 로고
    • Anion recognition by hydrogen bonding: Urea-based receptors
    • V. Amendola, L. Fabbrizzi, and L. Mosca Anion recognition by hydrogen bonding: urea-based receptors Chemical Society Reviews 39 2010 3889 3915
    • (2010) Chemical Society Reviews , vol.39 , pp. 3889-3915
    • Amendola, V.1    Fabbrizzi, L.2    Mosca, L.3
  • 27
    • 34848817363 scopus 로고    scopus 로고
    • Colorimetric recognition of anions using preorganized tetra-amidourea derived calix[4] arene sensors
    • E. Quinlan, S.E. Matthews, and T. Gunnlaugsson Colorimetric recognition of anions using preorganized tetra-amidourea derived calix[4] arene sensors Journal of Organic Chemistry 72 2007 7497 7503
    • (2007) Journal of Organic Chemistry , vol.72 , pp. 7497-7503
    • Quinlan, E.1    Matthews, S.E.2    Gunnlaugsson, T.3
  • 31
    • 77949599238 scopus 로고    scopus 로고
    • From cholapod to cholaphane transmembrane anion carriers: Accelerated transport through binding site enclosure
    • L.W. Judd, and A.P. Davis From cholapod to cholaphane transmembrane anion carriers: accelerated transport through binding site enclosure Chemical Communications 46 2010 2227 2229
    • (2010) Chemical Communications , vol.46 , pp. 2227-2229
    • Judd, L.W.1    Davis, A.P.2
  • 32
    • 34247585495 scopus 로고    scopus 로고
    • Steric and electronic factors influencing recognition by a simple, charge neutral norbornene based anion receptor
    • A.J. Lowe, F.A. Dyson, and F.M. Pfeffer Steric and electronic factors influencing recognition by a simple, charge neutral norbornene based anion receptor Organic & Biomolecular Chemistry 5 2007 1343 1346
    • (2007) Organic & Biomolecular Chemistry , vol.5 , pp. 1343-1346
    • Lowe, A.J.1    Dyson, F.A.2    Pfeffer, F.M.3
  • 34
    • 70349270657 scopus 로고    scopus 로고
    • Demonstration of bidirectional photoinduced electron transfer (PET) sensing in 4-amino-1,8-naphthalimide based thiourea anion sensors
    • E.B. Veale, G.M. Tocci, F.M. Pfeffer, P.E. Kruger, and T. Gunnlaugsson Demonstration of bidirectional photoinduced electron transfer (PET) sensing in 4-amino-1,8-naphthalimide based thiourea anion sensors Organic & Biomolecular Chemistry 7 2009 3447 3454
    • (2009) Organic & Biomolecular Chemistry , vol.7 , pp. 3447-3454
    • Veale, E.B.1    Tocci, G.M.2    Pfeffer, F.M.3    Kruger, P.E.4    Gunnlaugsson, T.5
  • 35
    • 77951998679 scopus 로고    scopus 로고
    • Unprecedented formation of an N-benzamidobisthiourea derivative and its role in the formation of a new CT state specific towards fluoride ion
    • R. Koteeswari, P. Ashokkumar, V.T. Ramakrishnan, E.J.P. Malar, and P. Ramamurthy Unprecedented formation of an N-benzamidobisthiourea derivative and its role in the formation of a new CT state specific towards fluoride ion Chemical Communications 46 2010 3268 3270
    • (2010) Chemical Communications , vol.46 , pp. 3268-3270
    • Koteeswari, R.1    Ashokkumar, P.2    Ramakrishnan, V.T.3    Malar, E.J.P.4    Ramamurthy, P.5
  • 36
    • 70449378045 scopus 로고    scopus 로고
    • Synthesis and anion binding of 2-arylazo-meso-octamethylcalix[4] pyrroles
    • S.M.S. Chauhan, B. Garg, and T. Bisht Synthesis and anion binding of 2-arylazo-meso-octamethylcalix[4] pyrroles Supramolecular Chemistry 21 2009 394 400
    • (2009) Supramolecular Chemistry , vol.21 , pp. 394-400
    • Chauhan, S.M.S.1    Garg, B.2    Bisht, T.3
  • 37
    • 67949091015 scopus 로고    scopus 로고
    • 1-Arylazo-5,5-dimethyl dipyrromethanes: Versatile chromogenic probes for anions
    • S.M.S. Chauhan, T. Bisht, and B. Garg 1-Arylazo-5,5-dimethyl dipyrromethanes: Versatile chromogenic probes for anions Sensors and Actuators B: Chemical 141 2009 116 123
    • (2009) Sensors and Actuators B: Chemical , vol.141 , pp. 116-123
    • Chauhan, S.M.S.1    Bisht, T.2    Garg, B.3
  • 38
    • 77954600751 scopus 로고    scopus 로고
    • Synthesis and anion binding properties of novel 3,12- and 3,7-bis(40-nitrophenyl)-azo-calix[4] pyrrole receptors
    • B. Garg, T. Bisht, and S.M.S. Chauhan Synthesis and anion binding properties of novel 3,12- and 3,7-bis(40-nitrophenyl)-azo-calix[4] pyrrole receptors New Journal of Chemistry 34 2010 1251 1254
    • (2010) New Journal of Chemistry , vol.34 , pp. 1251-1254
    • Garg, B.1    Bisht, T.2    Chauhan, S.M.S.3
  • 40
    • 53149085276 scopus 로고    scopus 로고
    • Anion sensing by phenazine-based urea/thiourea receptors
    • S.M.S. Chauhan, T. Bisht, and B. Garg Anion sensing by phenazine-based urea/thiourea receptors Tetrahedron Letters 49 2008 6646 6649
    • (2008) Tetrahedron Letters , vol.49 , pp. 6646-6649
    • Chauhan, S.M.S.1    Bisht, T.2    Garg, B.3
  • 41
    • 0034663557 scopus 로고    scopus 로고
    • Hybridization assay at a disposable electrochemical biosensor for the attomole detection of amplified human cytomegalovirus DNA
    • F. Azek, C. Grossiord, M. Joannes, B. Limoges, and P. Brossier Hybridization assay at a disposable electrochemical biosensor for the attomole detection of amplified human cytomegalovirus DNA Analytical Biochemistry 284 2000 107 113
    • (2000) Analytical Biochemistry , vol.284 , pp. 107-113
    • Azek, F.1    Grossiord, C.2    Joannes, M.3    Limoges, B.4    Brossier, P.5
  • 43
    • 29844438603 scopus 로고    scopus 로고
    • Visible colorimetric fluoride ion sensors
    • E.J. Cho, B.J. Ryu, Y.J. Lee, and K.C. Nam Visible colorimetric fluoride ion sensors Organic Letters 7 2005 2607 2609
    • (2005) Organic Letters , vol.7 , pp. 2607-2609
    • Cho, E.J.1    Ryu, B.J.2    Lee, Y.J.3    Nam, K.C.4
  • 44
    • 22144435917 scopus 로고    scopus 로고
    • Why, on interaction of urea-based receptors with fluoride, beautiful colors develop
    • D. Esteban-Go'mez, L. Fabbrizzi, and M. Licchelli Why, on interaction of urea-based receptors with fluoride, beautiful colors develop Journal of Organic Chemistry 70 2005 5717 5720
    • (2005) Journal of Organic Chemistry , vol.70 , pp. 5717-5720
    • Esteban-Go'Mez, D.1    Fabbrizzi, L.2    Licchelli, M.3
  • 45
    • 84861574080 scopus 로고    scopus 로고
    • Ph.D. thesis, unpublished results
    • B. Garg, Ph.D. thesis, unpublished results.
    • Garg, B.1
  • 47
    • 0003979289 scopus 로고    scopus 로고
    • Anion-anion one-dimensional chain formation within cationic channels in tetrabutylammonium dihydrogenphosphate dichloromethane solvate
    • M.E. Light, S. Camiolo, P.A. Gale, and M.B. Hurthhouse Anion-anion one-dimensional chain formation within cationic channels in tetrabutylammonium dihydrogenphosphate dichloromethane solvate Acta Crystallographica Section E: Structure Reports 57 2001 727 729
    • (2001) Acta Crystallographica Section E: Structure Reports , vol.57 , pp. 727-729
    • Light, M.E.1    Camiolo, S.2    Gale, P.A.3    Hurthhouse, M.B.4
  • 48
    • 17044373984 scopus 로고    scopus 로고
    • Buried Solvent determines both anion-binding selectivity and binding stoichiometry with hydrogen-bonding receptors
    • D.H. Burns, K. Calderon-Kawasaki, and S. Kularatne Buried Solvent determines both anion-binding selectivity and binding stoichiometry with hydrogen-bonding receptors Journal of Organic Chemistry 70 2005 2803 2807
    • (2005) Journal of Organic Chemistry , vol.70 , pp. 2803-2807
    • Burns, D.H.1    Calderon-Kawasaki, K.2    Kularatne, S.3
  • 49
    • 34547432607 scopus 로고    scopus 로고
    • Colorimetric anion chemosensor based on 2-aminobenzimidazole: Naked-eye detection of biologically important anions
    • K.S. Moon, N. Singh, G.W. Lee, and D.O. Jang Colorimetric anion chemosensor based on 2-aminobenzimidazole: naked-eye detection of biologically important anions Tetrahedron 63 2007 9106 9111
    • (2007) Tetrahedron , vol.63 , pp. 9106-9111
    • Moon, K.S.1    Singh, N.2    Lee, G.W.3    Jang, D.O.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.