Highly ordered bilayer structures of gold(I)-alkanethiolates having two types of alkyl groups

Sang-Ho Cha; Ki-Hyun Kim; Won-Ki Lee; Jong-Chan Lee

Journal of Industrial and Engineering Chemistry, Vol.16, No.5, 816-822, September, 2010

DOI10.1016/j.jiec.2010.05.006 Export Citation

Highly ordered bilayer structures of gold(I)-alkanethiolates having two types of alkyl groups

Sang-Ho Cha , Ki-Hyun Kim, Won-Ki Lee, and Jong-Chan Lee^†

Department of Chemical and Biological Engineering, Seoul National University, 599 Gwanak-ro, Gwanak-gu, Seoul 151-744, Republic of Korea

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The luminescent gold(I).alkanethiolates containing two types of alkyl groups, Au(I)-(SR)x(SR')ys, were synthesized by mixing HAuCl4 with two n-alkanethiols in tetrahydrofuran. Au(I)-(SR)x(SR')ys have highly ordered bilayer structures and the dominant conformations of the alkyl groups were found to be all-trans from X-ray diffraction and FT-IR spectroscopy studies. The gold nanoparticles stabilized by two types of alkanethiolates could be prepared by reducing the Au(I)-(SR)x(SR')ys using tetrabutylammonium borohydride (TBABH) as a reducing agent. Elemental analysis results of Au(I)-(SR)x(SR')ys and gold nanoparticles prepared from Au(I)-(SR)x(SR')ys indicated that the longer alkanethiols are more reactive for the formation of Au(I)-(SR)x(SR')ys and also the longer alkylthiolates are preferentially absorbed on the gold particles compared with the shorter ones.

Keywords:Gold(I) complexes;Alkanethiolates;Lamellar structure;Nanoparticles

[References]

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Kim JU, Cha SH, Shin K, Jho JY, Lee JC, J. Am. Chem. Soc., 127(28), 9962 (2005)
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Nuzzo RG, Dubois LH, Allara DL, J. Am. Chem. Soc., 112, 558 (1990)
Park SH, Lee CE, Chem. Mater., 18, 981 (2006)
Jana NR, Peng XG, J. Am. Chem. Soc., 125(47), 14280 (2003)
Griffin F, Fitzmaurice D, Langmuir, 23(20), 10262 (2007)
Ju-Nam Y, Allen DW, Gardiner PHE, Bricklebank N, J. Organomet. Chem., 693, 3504 (2008)
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Templeton AC, Hostetler MJ, Kraft CT, Murray RW, J. Am. Chem. Soc., 120(8), 1906 (1998)
Elemental analysis of a AuNP.(SC12)1(SC18)1 sample showed mass fraction for C (0.1889), H (0.0345), S (0.0302), and gold (0.7464). Several other likely elements, such as N and B, were absent at the detection levels. The composition of AuNP-(SC12)1(SC18)1 was obtained using the same calculation for Au(I).(SR)x(SR')ys.

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[1] Robin AY, Fromm KM, Coord. Chem. Rev., 250, 2127 (2006)

[2] Gorin DJ, Toste FD, Nature., 446, 395 (2007)

[3] Song HK, Park YH, Han CH, Jee JG, J. Ind. Eng. Chem., 15(1), 62 (2009)

[4] Yam VWW, Lo KKW, Chem. Soc. Rev., 28, 323 (1999)

[5] Vitale F, Vitaliano R, Battocchio C, Fratoddi I, Piscopiello E, Tapfer L, Russo MV, J. Organomet. Chem., 693, 1043 (2008)

[6] Bensebaa F, Ellis TH, Kruus E, Voicu R, Zhou Y, Langmuir, 14(22), 6579 (1998)

[7] Sandhyarani N, Pradeep T, J. Mater. Chem., 11, 1294 (2001)

[8] John NS, Thomas PJ, Kulkarni GU, J. Phys. Chem. B, 107(41), 11376 (2003)

[9] Pyykko¨ P, Angew. Chem. Int. Ed., 43, 4412 (2004)

[10] Schmidbaur H, Gold Bull., 23, 11 (1990)

[11] Mohr F, Eisler DJ, McArdle CP, Atieh K, Jennings MC, Puddephatt RJ, J. Organomet. Chem., 670, 27 (2003)

[12] Odriozola I, Loinaz I, Pomposo JA, Grande HJ, J. Mater. Chem., 17, 4843 (2007)

[13] Bau R, J. Am. Chem. Soc., 120(36), 9380 (1998)

[14] Balch AL, Olmstead MM, Vickery JC, Inorg. Chem., 38(15), 3494 (1999)

[15] Kim JU, Cha SH, Shin K, Jho JY, Lee JC, J. Am. Chem. Soc., 127(28), 9962 (2005)

[16] Cha SH, Kim KH, Kim JU, Lee WK, Lee JC, J. Phys. Chem. C., 112, 13862 (2008)

[17] Cha SH, Kim JU, Kim KH, Lee JC, Chem. Mater., 19, 6297 (2007)

[18] Bain CD, Whitesides GM, J. Am. Chem. Soc., 111, 7164 (1989)

[19] Gelfer M, Burger C, Fadeev A, Sics I, Chu B, Hsiao BS, Heintz A, Kojo K, Hsu SL, Si M, Rafailovich A, Langmuir, 20(9), 3746 (2004)

[20] Lide AR, Handbook of Chemistry and Physics, CRC Press, New York (2000)

[21] Corbierre MK, Lennox RB, Chem. Mater., 17, 5691 (2005)

[22] Laibinis PE, Nuzzo RG, Whitesides GM, J. Phys. Chem., 96, 5097 (1992)

[23] Hostetler MJ, Stokes JJ, Murray RW, Langmuir, 12(15), 3604 (1996)

[24] Yee CK, Jordan R, Ulman A, White H, King A, Rafailovich M, Sokolov J, Langmuir, 15(10), 3486 (1999)

[25] Parikh AN, Gillmor SD, Beers JD, Beardmore KM, Cutts RW, Swanson BI, J. Phys. Chem. B, 103(15), 2850 (1999)

[26] Lee SJ, Han SW, Choi HJ, Kim K, J. Phys. Chem. B, 106(11), 2892 (2002)

[27] Nuzzo RG, Dubois LH, Allara DL, J. Am. Chem. Soc., 112, 558 (1990)

[28] Park SH, Lee CE, Chem. Mater., 18, 981 (2006)

[29] Jana NR, Peng XG, J. Am. Chem. Soc., 125(47), 14280 (2003)

[30] Griffin F, Fitzmaurice D, Langmuir, 23(20), 10262 (2007)

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[32] Agasti SS, You CC, Arumugam P, Rotello VM, J. Mater. Chem., 18, 70 (2008)

[33] Srisombat LO, Park JS, Zhang S, Lee TR, Langmuir, 24(15), 7750 (2008)

[34] Paulini R, Frankamp BL, Rotello VM, Langmuir, 18(6), 2368 (2002)

[35] Templeton AC, Hostetler MJ, Kraft CT, Murray RW, J. Am. Chem. Soc., 120(8), 1906 (1998)

[36] Elemental analysis of a AuNP.(SC12)1(SC18)1 sample showed mass fraction for C (0.1889), H (0.0345), S (0.0302), and gold (0.7464). Several other likely elements, such as N and B, were absent at the detection levels. The composition of AuNP-(SC12)1(SC18)1 was obtained using the same calculation for Au(I).(SR)x(SR')ys.