Functionalized guanidinium chloride based colourimetric sensors for fluoride and acetate: Single crystal X-ray structural evidence of -NH deprotonation and complexation

Organic and Biomolecular Chemistry

Volumn 9, Issue 6, 2011, Pages 1972-1979

  Bose, Purnandhu ^a   Ahamed, B Nisar ^a   Ghosh, Pradyut ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION BAND; ANALYTES; AROMATICITIES; ARYL UNITS; COLOUR CHANGE; COMPLEX FORMATIONS; FUNCTIONALIZED; GOOD YIELD; GUANIDINIUM; GUANIDINIUM CHLORIDES; HOFMEISTER SERIES; HOST:GUEST; SELECTIVE SENSING; SODIUM BENZOATE; SODIUM FLUORIDE; STABILITY CONSTANTS; STRUCTURAL EVIDENCE; X-RAY STRUCTURAL STUDY;

CHLORINE COMPOUNDS; FUNCTIONAL GROUPS; MOLECULES; SENSORS; SINGLE CRYSTALS; SODIUM; TITRATION; UREA;

IONS;

ACETIC ACID DERIVATIVE; FLUORIDE; GUANIDINE; NITROGEN DERIVATIVE; PROTON;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COLORIMETRY; X RAY CRYSTALLOGRAPHY;

ACETATES; COLORIMETRY; CRYSTALLOGRAPHY, X-RAY; FLUORIDES; GUANIDINE; MOLECULAR STRUCTURE; NITROGEN COMPOUNDS; PROTONS;

EID: 79952165866     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c0ob00947d     Document Type: Article

References (56)

1. K. L. Kirk, Biochemistry of the Halogens and Inorganic Halides, Plenum Press, New York, 1991, p 58
2. Supramolecular Chemistry of Anions,, A. Bianchi,,, K. Bowman-James, and, E. García-España,, ed., Woley-VCH, New York, 1997
3. P. D. Beer P. A. Gale Angew. Chem., Int. Ed. 2001 40 486
4. J. L. Sessler, P. A. Gale and W.-S. Cho, Anion Receptor Chemistry, The Royal Society of Chemistry, Cambridge, UK, 2006
5. M. Cametti K. Rissanen Chem. Commun. 2009 2809
6. P. A. Gale S. E. García-Garrido J. Garric Chem. Soc. Rev. 2008 37 151 190
7. T. Gunnlaugsson A. P. Davis J. E. O'Brien M. Glynn Org. Lett. 2002 4 2449
8. J. Shao H. Lin M. Yu Z. Cai H. Lin Talanta 2008 75 551
9. P. D. Beer F. Szemes J. Chem. Soc., Chem. Commun. 1995 2245
10. P. A. Gale J. L. Sessler V. Král V. Lynch J. Am. Chem. Soc. 1996 118 5140
11. P. D. Beer F. Szemes V. Balzani C. M. Sala M. G. B. Drew S. W. Dent M. Maestri J. Am. Chem. Soc. 1997 119 11864
12. C. B. Black B. Andrioletti A. C. Try C. Ruiperez J. L. Sessler J. Am. Chem. Soc. 1999 121 10438
13. T. Gunnlaugsson A. P. Davis M. Glynn Chem. Commun. 2001 2556
14. M. Vázquez L. Fabbrizzi A. Taglietti R. M. Pedrido A. M. González-Noya M. R. Bermejo Angew. Chem., Int. Ed. 2004 43 1962
15. D. A. Jose D. K. Kumar B. Ganguly A. Das Org. Lett. 2004 6 3445
16. D. Esteban-Gómez L. Fabbrizzi M. Licchelli J. Org. Chem. 2005 70 5717
17. E. J. Cho B. J. Ryu Y. J. Lee K. C. Nam Org. Lett. 2005 7 2607
18. D. Curiel A. Cowley P. D. Beer Chem. Commun. 2005 136
19. D. Aldakov M. A. Palacios P. Anzenbacher, Jr Chem. Mater. 2005 17 5238
20. X. He S. Hu K. Liu Y. Guo J. Xu S. Shao Org. Lett. 2006 8 333
21. J. L. Sessler D.-G. Cho V. Lynch J. Am. Chem. Soc. 2006 128 16518
22. T. Mizuno W.-H. Wei L. R. Eller J. L. Sessler J. Am. Chem. Soc. 2006 124 1134
23. L. S. Evans P. A. Gale M. E. Light R. Quesada Chem. Commun. 2006 965
24. J. Yoo M.-S. Kim S.-J. Hong J. L. Sessler C.-H. Lee J. Org. Chem. 2009 74 1065
25. F. Han Y. Bao Z. Yang T. M. Fyles J. Zhao X. Peng J. Fan Y. Wu S. Sun Chem.-Eur. J. 2007 13 2880
26. P. Bose P. Ghosh Chem. Commun. 2010 46 2962
27. M. Boiocchi L. D. Boca D. Esteban-Gómez L. Fabbrizzi M. Licchelli E. Monzani Chem.-Eur. J. 2005 11 3097
28. M. Onda K. Yoshihara H. Koyano K. Ariga T. Kunitake J. Am. Chem. Soc. 1996 118 8524
29. A. Metzger V. M. Lynch E. V. Anslyn Angew. Chem., Int. Ed. Engl. 1997 36 862
30. F. P. Schmidtchen M. Berger Chem. Rev. 1997 97 1609
31. C. Schmuck J. Lex Org. Lett. 1999 1 1779
32. M. Fibbioli M. Berger F. P. Schmidtchen E. Pretsch Anal. Chem. 2000 72 156
33. J. Raker T. E. Glass J. Org. Chem. 2002 67 6113
34. S. L. Tobey E. V. Anslyn J. Am. Chem. Soc. 2003 125 14807
35. C. Schmuck L. Geiger J. Am. Chem. Soc. 2004 126 8898
36. C. Schmuck M. Schwegmann J. Am. Chem. Soc. 2005 127 3373
37. K. A. Schug W. Lindner Chem. Rev. 2005 105 67
38. C. Schmuck Coord. Chem. Rev. 2006 250 3053
39. P. Blondeau M. Segura R. P. -Fernández J. Mendoza Chem. Soc. Rev. 2007 36 198
40. C. Schmuck V. Bickert J. Org. Chem. 2007 72 6832
41. V. D. Jadhav F. P. Schmidtchen J. Org. Chem. 2008 73 1077
42. M. P. Coles Chem. Commun. 2009 3659
43. K. Niikura A. Metzger E. V. Anslyn J. Am. Chem. Soc. 1998 120 8533
44. S. C. McCleskey A. Metzger C. S. Simmons E. V. Anslyn Tetrahedron 2002 58 621
45. C. Schmuck M. Schwegmann Org. Biomol. Chem. 2006 4 836
46. F. Otón A. Tárraga Pedro Molina Org. Lett. 2006 8 2107
47. F. Otón A. Espinosa A. Tárraga C. R. Arellano P. Molina Chem.-Eur. J. 2007 13 5742
48. Y. Sun C. Zhong R. Gong H. Mu Enqin Fu J. Org. Chem. 2009 74 7943
49. S. Rensing M. Arendt A. Springer T. Grawe T. Schrader J. Org. Chem. 2001 66 5814
50. P. B. Crowley1 A. Golovin Proteins: Struct., Funct., Bioinf. 2005 59 231
51. X. Wang O. V. Sarycheva B. D. Koivisto A. H. McKie F. Hof Org. Lett. 2008 10 297
52. SAINT and XPREP, 5.1 ed., Siemens Industrial Automation Inc., Madison, WI, 1995
53. G. M. Sheldrick, SADABS, empirical absorption Correction Program, University of Göttingen, Göttingen, Germany, 1997
54. G. M. Sheldrick, SHELXTL Reference Manual: Version 5.1, Bruker AXS, Madison, WI, 1997
55. G. M. Sheldrick, SHELXL-97: Program for Crystal Structure Refinement, University of Göttingen, Göttingen, Germany, 1997
56. A. L. Spek, PLATON-97, University of Utrecht, Utrecht, The Netherlands, 1997