Facile, Convenient Synthesis of Highly Pure ω-Ferrocenylalkanethiols as Probes for Self-Assembled Monolayer (SAM) on Gold Surface

Masato Tazaki Department of Applied Chemistry, Sojo University, Kumamoto, 860-0082, Japan

Kenji Okada Department of Applied Chemistry, Sojo University, Kumamoto, 860-0082, Japan

Kenshi Yakata Dojindo Laboratories, Kumamoto, 861-2202, Japan

Koji Nakano Department of Chemical Systems and Engineering, Kyushu University, Fukuoka, 812-8581, Japan

Masashi Sakai Department of Industrial Chemistry, Kyushu Sangyo University, Fukuoka, 813-8503, Japan

Tadashi Yonemitsu Department of Industrial Chemistry, Kyushu Sangyo University, Fukuoka, 813-8503, Japan

Abstract

High purity synthesis of ω-ferrocenylalkanethiols (Fc(CH₂)_n−SH, n=6, 8, 11) was developed for their use in self-assembled monolayers on gold surface. The method employs a separation and purification of isothiuronium salt 6 to improve the purity of final products 7. The use of hazardous mercury in the Clemmensen reduction of acylferrocene 4 to alkylferrocenes 5 is avoided by an alternative LAH/AlCl₃ reduction.

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Facile, Convenient Synthesis of Highly Pure ω-Ferrocenylalkanethiols as Probes for Self-Assembled Monolayer (SAM) on Gold Surface

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Facile, Convenient Synthesis of Highly Pure ω-Ferrocenylalkanethiols as Probes for Self-Assembled Monolayer (SAM) on Gold Surface

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