SCOPUS 정보 검색 플랫폼

Volumn 7, Issue , 2011, Pages 135-144

SbCl3-catalyzed one-pot synthesis of 4,4′-diamino- triarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies

(1) Bardajee, Ghasem Rezanejade a

a PAYAME NOOR UNIVERSITY (Iran)

Author keywords

Diaminotriarylmethane; SbCl3; Solvent free reactions; Synthesis; Vibrational analysis

Indexed keywords

EID: 79954494875 PISSN: 18605397 EISSN: 18605397 Source Type: Journal
DOI: 10.3762/bjoc.7.19 Document Type: Article

Times cited : (14)

References (51)

1
- 0004134385
- The chemistry of leuco triarylmethanes
- Muthyala, R., Ed.; Plenum Press: New York ff
- Muthyala, R.; Lan, X. The Chemistry of Leuco Triarylmethanes. In Chemistry and applications of leuco dyes; Muthyala, R., Ed.; Plenum Press: New York, 1997; pp 125 ff.
- (1997) Chemistry and Applications of Leuco Dyes; , pp. 125
- Muthyala, R.¹ Lan, X.²

2
- 0004316590
- 3rd ed.; Wiley-VCH: Weinheim ff
- Zollinger, H. Color chemistry - Syntheses, Properties, and Applications of Organic Dyes and Pigments, 3rd ed.; Wiley-VCH: Weinheim, 2003; pp101ff.
- (2003) Color Chemistry - Syntheses, Properties, and Applications of Organic Dyes and Pigments , pp. 101
- Zollinger, H.¹

3
- 79954548576
- 6th ed. Wiley-VCH: Weinheim
- Ullmann's Encyclopedia of Industrial Chemistry, 6th ed.; Part A27; Wiley-VCH: Weinheim, 2001.
- (2001) Ullmann's Encyclopedia of Industrial Chemistry , Issue.PART A27

4
- 4444293497
- doi:10.1002/app.20947
- Chen, B. K.; Chiu, T. M.; Tsay, S. Y. J. Appl. Polym. Sci. 2004, 94, 382. doi:10.1002/app.20947
- (2004) J. Appl. Polym. Sci. , vol.94 , pp. 382
- Chen, B.K.¹ Chiu, T.M.² Tsay, S.Y.³

5
- 0000884234
- doi:10.1002/marc.1984.030051209
- Irie, M.; Kungwatchakun, D. Makromol. Chem., Rapid Commun. 1984, 5, 829. doi:10.1002/marc.1984.030051209
- (1984) Makromol. Chem., Rapid Commun. , vol.5 , pp. 829
- Irie, M.¹ Kungwatchakun, D.²

6
- 47049124717
- doi:10.1016/j.eurpolymj.2008.05.007
- Xu, Y. Q.; Lu, J. M.; Li, N. J.; Yan, F.; Xia, X. W.; Xu, Q. F. Eur. Polym. J. 2008, 44, 2404. doi:10.1016/j.eurpolymj.2008.05.007
- (2008) Eur. Polym. J. , vol.44 , pp. 2404
- Xu, Y.Q.¹ Lu, J.M.² Li, N.J.³ Yan, F.⁴ Xia, X.W.⁵ Xu, Q.F.⁶

7
- 39349098255
- doi:10.1016/j.radphyschem.2007.06.012
- Mai, H. H.; Solomon, H. M.; Taguchi, M.; Kojima, T. Radiat. Phys. Chem. 2008, 77, 457. doi:10.1016/j.radphyschem.2007.06.012
- (2008) Radiat. Phys. Chem. , vol.77 , pp. 457
- Mai, H.H.¹ Solomon, H.M.² Taguchi, M.³ Kojima, T.⁴

8
- 0025165035
- doi:10.1016/0883-2889(90)90123-X
- Farahani, M.; Liang, J. H.; McLaughlin, W. L. Appl. Radiat. Isot 1990, 5, 41. doi:10.1016/0883-2889(90)90123-X
- (1990) Appl. Radiat. Isot , vol.5 , pp. 41
- Farahani, M.¹ Liang, J.H.² McLaughlin, W.L.³

9
- 79954482541
- doi:10.1002/polc.5070740115
- Mitra, S. J. Polym. Sci, Polym. Symp. 2007, 74, 165. doi:10.1002/polc. 5070740115
- (2007) J. Polym. Sci, Polym. Symp. , vol.74 , pp. 165
- Mitra, S.¹

10
- 0036590833
- doi:10.1039/b110572h
- Kandela, I. K.; Bartlett, J. A.; Indig, G. L. Photochem. Photobiol. Sci. 2002, 1, 309. doi:10.1039/b110572h
- (2002) Photochem. Photobiol. Sci. , vol.1 , pp. 309
- Kandela, I.K.¹ Bartlett, J.A.² Indig, G.L.³

11
- 0029970089
- doi:10.3109/10915819609008715
- Culp, S. J.; Beland, F. A. J. Am. Coll. Toxicol. 1996, 15, 219. doi:10.3109/10915819609008715
- (1996) J. Am. Coll. Toxicol. , vol.15 , pp. 219
- Culp, S.J.¹ Beland, F.A.²

12
- 0142131984
- [(3-Cyanopropyl)dimethylsilyl]acetylene, a polar analogue of (trimethylsilyl)acetylene: Synthesis and applications in the preparation of monoprotected bisacetylenes
- DOI 10.1021/jo991746m
- Alderman, D. J. J. Fish. Dis. 1985, 8, 289. doi:10.1111/j.1365-2761.1985. tb00945.x (Pubitemid 30193918)
- (2000) Journal of Organic Chemistry , vol.65 , Issue.7 , pp. 2243-2245
- Hoger, S.¹ Bonrad, K.²

13
- 0141993866
- A practical synthesis of 6-[2-(2,5-dimethoxyphenyl)ethyl]-4- ethylquinazoline and the art of removing palladium from the products of Pd-catalyzed reactions
- DOI 10.1021/op034072x
- Cho, B. P.; Yang, T.; Blankenship, L. R.; Moody, J. D.; Churchwell, M.; Beland, F. A.; Culp, S. J. Chem. Res. Toxicol. 2003, 16, 285. doi:10.1021/tx0256679 (Pubitemid 37229665)
- (2003) Organic Process Research and Development , vol.7 , Issue.5 , pp. 733-742
- Konigsberger, K.¹ Chen, G.-P.² Wu, R.R.³ Girgis, M.J.⁴ Prasad, K.⁵ Repic, O.⁶ Blacklock, T.J.⁷

14
- 37549044691
- doi:10.1016/j.bmcl.2007.10.083
- Parai, M. K.; Panda, G.; Chaturvedi, V.; Manju, Y. K.; Sinha, S. Bioorg. Med. Chem. Lett. 2008, 18, 289. doi:10.1016/j.bmcl.2007.10.083
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 289
- Parai, M.K.¹ Panda, G.² Chaturvedi, V.³ Manju, Y.K.⁴ Sinha, S.⁵

15
- 26444590449
- A practical and efficient process for the preparation of tazarotene
- DOI 10.1021/op050080x
- Duxbury, D. F. Chem. Rev. 1993, 93, 381. doi:10.1021/cr00017a018 (Pubitemid 41435054)
- (2005) Organic Process Research and Development , vol.9 , Issue.5 , pp. 646-650
- Frigoli, S.¹ Fuganti, C.² Malpezzi, L.³ Serra, S.⁴

16
- 0028871170
- doi:10.1046/j.1537-2995.1995.35395184279.x
- Ramirez, L. E.; Lages-Silva, E.; Pianetti, G. M.; Rabelo, R. M. C.; Bordin, J. O.; Moraes-Souza, H. Transfusion 1995, 35, 226. doi:10.1046/j.1537- 2995.1995.35395184279.x
- (1995) Transfusion , vol.35 , pp. 226
- Ramirez, L.E.¹ Lages-Silva, E.² Pianetti, G.M.³ Rabelo, R.M.C.⁴ Bordin, J.O.⁵ Moraes-Souza, H.⁶

17
- 77953440575
- Verfahren zum quantitativen spurennachweis von wasserstoffperoxid
- German Patent DD 235,115, April 23, 1986
- Dittrich, F.; Scholz, M. Verfahren zum quantitativen Spurennachweis von Wasserstoffperoxid. German Patent DD 235,115, April 23, 1986. Chem. Abstr. 1986, 107, 112216j.
- (1986) Chem. Abstr. , vol.107
- Dittrich, F.¹ Scholz, M.²

18
- 12344289263
- Tandem Sonogashira coupling: An efficient tool for the synthesis of diarylalkynes
- DOI 10.1021/ol047983f
- Babb, B. E.; Daniel, D. S. Compositions and elements containing triarylmethane leuco dyes and methods using same. European Patent EP 162,685, Nov 27, 1985. Chem. Abstr. 1985, 104, 105638h. (Pubitemid 40125842)
- (2004) Organic Letters , vol.6 , Issue.26 , pp. 4917-4920
- Novak, Z.¹ Nemes, P.² Kotschy, A.³

19
- 0025244280
- doi:10.1038/348548a0
- Jay, D. G.; Keshishian, H. Nature 1990, 348, 548. doi:10.1038/348548a0
- (1990) Nature , vol.348 , pp. 548
- Jay, D.G.¹ Keshishian, H.²

20
- 38949172806
- Synthesis of hydroxyalkyl-substituted, push-pull chromophores based on diphenylacetylenes and 1,4-bis(phenylethynyl)benzenes
- DOI 10.1080/00397910701796584, PII 790516708
- Zepp, R. G.; Skurlatov, Y. I.; Ritmiller, L. F. Environ. Technol. Lett. 1988, 9, 287. doi:10.1080/09593338809384569 (Pubitemid 351226004)
- (2008) Synthetic Communications , vol.38 , Issue.4 , pp. 499-516
- Cross, T.A.¹ Davis, M.C.²

21
- 33847142253
- Ligand accelerated indium(III)-catalyzed asymmetric alkynylation of aldehydes with 2-methyl-3-butyn-2-ol as an ethyne equivalent donor
- DOI 10.1039/b614958h
- Viola,A.; Hadjur,C.; Jeunet,A.; Julliard,M. J. Photochem. Photobiol., B 1996, 32, 49. doi:10.1016/1011-1344(95)07199-7 (Pubitemid 46295390)
- (2007) Chemical Communications , Issue.9 , pp. 948-950
- Harada, S.¹ Takita, R.² Ohshima, T.³ Matsunaga, S.⁴ Shibasaki, M.⁵

22
- 0031483767
- doi:10.1246/cl.1997.243
- Indig, G. L. Chem. Lett. 1997, 243. doi:10.1246/cl.1997.243
- (1997) Chem. Lett. , pp. 243
- Indig, G.L.¹

23
- 0031149902
- doi:10.1111/j.1751-1097.1997.tb01934.x
- Fiedorowicz, M.; Pituch-Noworolska, A.; Zembala, M. Photochem. Photobiol. 1997, 65, 855. doi:10.1111/j.1751-1097.1997.tb01934.x
- (1997) Photochem. Photobiol. , vol.65 , pp. 855
- Fiedorowicz, M.¹ Pituch-Noworolska, A.² Zembala, M.³

24
- 0022785341
- POLYMERIZATION USING PALLADIUM (II) SALTS: HOMOPOLYMERS AND COPOLYMERS FROM PHENYLETHYNYL COMPOUNDS AND AROMATIC BROMIDES.
- DOI 10.1002/pola.1986.080240924
- Smith, I. L. Analytical Applications of the Heavy Metal Induced Oxidation of the Leuco Bases of Triphenylmethane Dyes. Ph.D. Thesis, The University of Alabama, 1974. Chem. Abstr. 1974, 83, 71097m. (Pubitemid 16632750)
- (1986) Journal of Polymer Science, Part A: Polymer Chemistry , vol.24 , Issue.9 , pp. 2311-2326
- Trumbo, D.L.¹ Marvel, C.S.²

25
- 79954567169
- Pérez Ruiz, T.; Martínez Lozano, C.; Hernández Lozano, M. An. Univ. Murcia Cienc. 1984, 43, 251-268.
- (1984) An. Univ. Murcia Cienc. , vol.43 , pp. 251-268
- Pérez Ruiz, T.¹ Martínez Lozano, C.² Hernández Lozano, M.³

26
- 79954528193
- Chem. Abstr. 1984, 103, 639831.
- (1984) Chem. Abstr. , vol.103 , pp. 639831

27
- 79954499480
- Thakore,P.V. Sci. Cult. 1989, 55, 105.
- (1989) Sci. Cult. , vol.55 , pp. 105
- Thakore, P.V.¹

28
- 34250849614
- doi:10.1021/ol0708119
- Niwa, T.; Yorimitsu, H.; Oshima, K. Org. Lett. 2007, 9, 2373. doi:10.1021/ol0708119
- (2007) Org. Lett. , vol.9 , pp. 2373
- Niwa, T.¹ Yorimitsu, H.² Oshima, K.³

29
- 36849061646
- doi:10.1021/jo071232k
- Lin, S.; Lu, X. J. Org. Chem. 2007, 72, 9757. doi:10.1021/jo071232k
- (2007) J. Org. Chem. , vol.72 , pp. 9757
- Lin, S.¹ Lu, X.²

30
- 34247186436
- doi:10.1021/jo062633n
- Podder, S.; Choudhury, J.; Roy, U. K.; Roy, S. J. Org. Chem. 2007, 72, 3100. doi:10.1021/jo062633n
- (2007) J. Org. Chem. , vol.72 , pp. 3100
- Podder, S.¹ Choudhury, J.² Roy, U.K.³ Roy, S.⁴

31
- 30144444897
- doi:10.1021/ol052423h
- Nair, V.; Abhilash, K. G.; Vidya, N. Org. Lett. 2005, 7, 5857. doi:10.1021/ol052423h
- (2005) Org. Lett. , vol.7 , pp. 5857
- Nair, V.¹ Abhilash, K.G.² Vidya, N.³

32
- 31044438051
- doi:10.1002/anie.200503305
- Esquivias, J.; Gómez Arrayas, R.; Carretero, J. C. Angew. Chem., Int. Ed. 2006, 118, 645. doi:10.1002/anie.200503305
- (2006) Angew. Chem., Int. Ed. , vol.118 , pp. 645
- Esquivias, J.¹ Gómez Arrayas, R.² Carretero, J.C.³

33
- 38349065227
- doi:10.1016/j.tet.2007.11.080
- Li, Z.; Duan, Z.; Kang, J.; Wang, H.; Yu, L.; Wu, Y. Tetrahedron 2008, 64, 1924. doi:10.1016/j.tet.2007.11.080
- (2008) Tetrahedron , vol.64 , pp. 1924
- Li, Z.¹ Duan, Z.² Kang, J.³ Wang, H.⁴ Yu, L.⁵ Wu, Y.⁶

34
- 40849146813
- doi:10.1016/j.tetlet.2008.02.117
- Kodomari, M.; Nagamatsu, M.; Akaike, M.; Aoyama, T. Tetrahedron Lett. 2008, 49, 2537. doi:10.1016/j.tetlet.2008.02.117
- (2008) Tetrahedron Lett. , vol.49 , pp. 2537
- Kodomari, M.¹ Nagamatsu, M.² Akaike, M.³ Aoyama, T.⁴

35
- 70149089461
- doi:10.1016/j.tetlet.2009.08.036
- Jaratjaroonphong, J.; Sathalalai, S.; Techasauvapak, P.; Reutrakul, V. Tetrahedron Lett. 2009, 50, 6012. doi:10.1016/j.tetlet.2009.08.036
- (2009) Tetrahedron Lett. , vol.50 , pp. 6012
- Jaratjaroonphong, J.¹ Sathalalai, S.² Techasauvapak, P.³ Reutrakul, V.⁴

36
- 0028555488
- doi:10.1016/0143-7208(94)87017-9
- Muthyala, R.; Katritzky, A. R.; Lan, X. DyesPigm. 1994, 25, 303. doi:10.1016/0143-7208(94)87017-9
- (1994) DyesPigm. , vol.25 , pp. 303
- Muthyala, R.¹ Katritzky, A.R.² Lan, X.³

37
- 0000760491
- doi:10.1021/ja00871a016
- Ritchie, C. D.; Sager, W. F.; Lewis, E.S. J. Am. Chem. Soc. 1962, 84, 2349. doi:10.1021/ja00871a016
- (1962) J. Am. Chem. Soc. , vol.84 , pp. 2349
- Ritchie, C.D.¹ Sager, W.F.² Lewis, E.S.³

38
- 0000054195
- doi:10.1016/S0926-860X(98)00213-0
- Alvaro, M.; Garcia, H.; Sanjuan, A.; Espla, M. Appl. Catal., A 1998, 175, 105. doi:10.1016/S0926-860X(98)00213-0
- (1998) Appl. Catal., A , vol.175 , pp. 105
- Alvaro, M.¹ Garcia, H.² Sanjuan, A.³ Espla, M.⁴

39
- 33947468671
- doi:10.1021/ja01531a004
- Chalk, A. J.; Halpern, J.; Harkness, A. C. J. Am. Chem. Soc. 1959, 81, 5854. doi:10.1021/ja01531a004
- (1959) J. Am. Chem. Soc. , vol.81 , pp. 5854
- Chalk, A.J.¹ Halpern, J.² Harkness, A.C.³

40
- 0030821909
- doi:10.1080/00397919708007307
- Zhang, Z. H.; Yang, F.; Li, T. S.; Fu, C. G. Synth. Commun. 1997, 27, 3823. doi:10.1080/00397919708007307
- (1997) Synth. Commun. , vol.27 , pp. 3823
- Zhang, Z.H.¹ Yang, F.² Li, T.S.³ Fu, C.G.⁴

41
- 35648936917
- doi:10.1016/j.dyepig.2007.06.004
- An, L. T.; Ding, F. Q.; Zou, J. P. DyesPigm. 2008, 77, 478. doi:10.1016/j.dyepig.2007.06.004
- (2008) DyesPigm. , vol.77 , pp. 478
- An, L.T.¹ Ding, F.Q.² Zou, J.P.³

42
- 12344277857
- doi:10.1016/j.tetlet.2004.12.091
- Guzman-Lucero, D.; Guzman, J.; Likhatchev, D.; Martinez-Palou, R. Tetrahedron Lett. 2005, 46, 1119. doi:10.1016/j.tetlet.2004.12.091
- (2005) Tetrahedron Lett. , vol.46 , pp. 1119
- Guzman-Lucero, D.¹ Guzman, J.² Likhatchev, D.³ Martinez-Palou, R.⁴

43
- 58149195172
- doi:10.2478/s11532-008-0100-x
- Bardajee, G. R.; Jafarpour, F. Cent. Eur. J. Chem. 2009, 7, 138. doi:10.2478/s11532-008-0100-x
- (2009) Cent. Eur. J. Chem. , vol.7 , pp. 138
- Bardajee, G.R.¹ Jafarpour, F.²

44
- 70449344575
- doi:10.1002/cjoc.200990238
- Jafarpour, F.; Bardajee, G. R.; Pirelahi, H.; Oroojpour, V.; Dehnamaki, H.; Rahmdel, S. Chin. J. Chem. 2009, 27, 1415. doi:10.1002/cjoc.200990238
- (2009) Chin. J. Chem. , vol.27 , pp. 1415
- Jafarpour, F.¹ Bardajee, G.R.² Pirelahi, H.³ Oroojpour, V.⁴ Dehnamaki, H.⁵ Rahmdel, S.⁶

45
- 0004253071
- Academic Press: New York
- Drasar, B. S.; Hill, M. J. Human Intestinal Flora; Academic Press: New York, 1974.
- (1974) Human Intestinal Flora;
- Drasar, B.S.¹ Hill, M.J.²

46
- 0035804420
- doi:10.1016/S0040-4020(00)01088-7
- Malpert, J. H.; Grinevich, O.; Strehmel, B.; Jarikov, V.; Mejiritski, A.; Neckers, D. C. Tetrahedron 2001, 57, 967. doi:10.1016/S0040-4020(00)01088-7
- (2001) Tetrahedron , vol.57 , pp. 967
- Malpert, J.H.¹ Grinevich, O.² Strehmel, B.³ Jarikov, V.⁴ Mejiritski, A.⁵ Neckers, D.C.⁶

47
- 84893169025
- doi:10.1002/jcc.54014111247
- Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S. J.; Windus, T. L.; Dupuis, M.; Montgomery, J. A. J. Comput. Chem. 1993, 14, 1347. doi:10.1002/jcc.54014111247.
- (1993) J. Comput. Chem. , vol.14 , pp. 1347
- Schmidt, M.W.¹ Baldridge, K.K.² Boatz, J.A.³ Elbert, S.T.⁴ Gordon, M.S.⁵ Jensen, J.H.⁶ Koseki, S.⁷ Matsunaga, N.⁸ Nguyen, K.A.⁹ Su, S.J.¹⁰ Windus, T.L.¹¹ Dupuis, M.¹² Montgomery, J.A.¹³

48
- 79954550391
- doi:10.1107/S0108270195006196
- Fujii, I.; Hirayama, N.; Aoyama, N.; Miike, A. Acta Crystallogr, Sect. C: Cryst. Struct. Commun. 1995, 51, 2198. doi:10.1107/S0108270195006196
- (1995) Acta Crystallogr, Sect. C: Cryst. Struct. Commun. , vol.51 , pp. 2198
- Fujii, I.¹ Hirayama, N.² Aoyama, N.³ Miike, A.⁴

49
- 0011225630
- doi:10.1107/S0108270198009329
- Patterson, I. L. J.; Glidewell, C.; Ferguson, G. Acta Crystallogr, Sect. C: Cryst. Struct. Commun. 1998, 54, 1970. doi:10.1107/S0108270198009329
- (1998) Acta Crystallogr, Sect. C: Cryst. Struct. Commun. , vol.54 , pp. 1970
- Patterson, I.L.J.¹ Glidewell, C.² Ferguson, G.³

50
- 0032216489
- doi:10.1016/S1093-3263(99)00002-9
- Bode, B. M.; Gordon, M. S. J. Mol. GraphicsModell. 1998, 16, 133. doi:10.1016/S1093-3263(99)00002-9
- (1998) J. Mol. GraphicsModell. , vol.16 , pp. 133
- Bode, B.M.¹ Gordon, M.S.²

51
- 67650754298
- Suenaga, M. J. Comput. Chem., Jpn. 2008, 7, 33.
- (2008) J. Comput. Chem., Jpn. , vol.7 , pp. 33
- Suenaga, M.¹

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