Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2009(15): 2453-2456
DOI: 10.1055/s-0029-1217817
DOI: 10.1055/s-0029-1217817
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Generation of Gold Nanoparticles via Direct Thiol-Capping with THP-Protected Thiols without Deprotection
Further Information
Received
9 May 2009
Publication Date:
17 August 2009 (online)
Publication History
Publication Date:
17 August 2009 (online)
Abstract
Alkanethiol-capped gold nanoparticles are prepared directly from the corresponding S-tetrahydropyranyl-protected thiols by treatment of HAuCl4 in the presence of a reducing agent such as triethylsilane, NaBH4, or superhydride.
Key words
gold nanoparticle - THP thioether - alkanethiol - triethylsilane - functional group
- Supporting Information for this article is available online:
- Supporting Information
-
1a
Daniel M.-C.Astruc D. Chem. Rev. 2004, 104: 293 -
1b
Love JC.Estroff LA.Kriebel JK.Nuzzo RG.Whitesides GM. Chem. Rev. 2005, 105: 1103 -
1c
Schmid G.Corain B. Eur. J. Inorg. Chem. 2003, 3081 -
1d
Ghosh SK.Pal T. Chem. Rev. 2007, 107: 4797 -
1e
Hutchings GJ. Chem. Commun. 2008, 1148 -
1f
Dahl JA.Maddux BLS.Hutchison JE. Chem. Rev. 2007, 107: 2228 -
2a
Turkevitch J.Stevenson PC.Hiller J. Discuss. Faraday Soc. 1951, 11: 55 -
2b
Brust M.Walker M.Bethell D.Schiffrin DJ.Whyman RJ. J. Chem. Soc., Chem. Commun. 1994, 801 -
2c
Rowe MP.Plass KE.Kim K.Kurdak .Zellers ET.Matzger AJ. Chem. Mater. 2004, 16: 3513 -
2d
Zheng N.Fan J.Stucky GD. J. Am. Chem. Soc. 2006, 128: 6550 -
2e
Yee CK.Jordan R.Ulman A.White H.King A.Rafailovich M.Sokolov J. Langmuir 1999, 15: 3486 -
2f
Jana NR.Peng X. J. Am. Chem. Soc. 2003, 125: 14280 -
2g
Schulz-Dobrick MK.Sarathy V.Jansen M. J. Am. Chem. Soc. 2005, 127: 12816 -
2h
Marin ML.McGilvray KL.Scaiano JC. J. Am. Chem. Soc. 2008, 130: 16572 - 3
Protective
Groups in Organic Syntheses
Greene TW.Wuts PGM. VCH; Weinheim: 1991. p.291 - 4
Kobayashi N. Master Thesis Tokyo Institute of Technology; Japan: 2006. - 5
Tour JM.Jones L.Pearson DL.Lamba JJS.Burgin TP.Whiteside GM.Allara DL.Parikh AN.Atre SV. J. Am. Chem. Soc. 1995, 117: 9529 -
6a
Lukkari J.Meretoja M.Kartio I.Laajalehto K.Rajamäki M.Lindström M.Kankare J. Langmuir 1999, 15: 3529 -
6b
Shon Y.-S.Gross SM.Dawson B.Porter M.Murray RW. Langmuir 2000, 16: 6555 - 7
Ciszek JW.Stewart MP.Tour JM. J. Am. Chem. Soc. 2004, 126: 13172 - 10
Sugie A.Somete T.Kanie K.Muramatsu A.Mori A. Chem. Commun. 2008, 3882 -
11a
Link S.El-Sayed MA. J. Phys Chem. B 1999, 103: 4212 -
11b
Templeton AC.Pietron JJ.Murray RW.Mulvaney P. J. Phys. Chem. B 2000, 104: 564 -
11c
Itoh T.Asahi T.Matsuhara H. Appl. Phys. Lett. 2001, 79: 1667 - 14
Hostetler MJ.Templeton AC.Murray RW. Langmuir 1999, 15: 3782 - 16
Templeton AC.Hostetler MJ.Kraft CT.Murray RW. J. Am. Chem. Soc. 1998, 120: 1906
References and Notes
No reaction of 1 was confirmed by the addition of TES.
9See Supporting Information.
12AuNP obtained by the reduction with NaBH4 or LiBH4 shows its weight loss to be ca. 25% (ref. 2b,c).
13The particle size was similar to the case with unprotected dodecanethiol.
15Attempted exchange with THP thioether with AuNP was found to be unsuccessful.