Orthogonally functionalized oligomers for controlled self-assembly

AK Flatt, Y Yao, F Maya, JM Tour

Index: Flatt, Austen K.; Yao, Yuxing; Maya, Francisco; Tour, James M. Journal of Organic Chemistry, 2004 , vol. 69, # 5 p. 1752 - 1755

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Citation Number: 55

Abstract

The synthesis of molecules terminated with complementary thiol-protecting groups is described. The target compounds contain functionalities on one end known to form self- assembled monolayers on metal surfaces while at the other end an intact thioacetate is present whereby self-assembly may again occur after an in situ deprotection. Self-assembly data is reported for selected compounds to assess their efficacy in surface adhesion.

~56%

~87%

Effect of bond-length alternation in molecular wires

[Kushmerick, James G.; Holt, David B.; Pollack, Steven K.; Ratner, Mark A.; Yang, John C.; Schull, Terence L.; Naciri, Jawad; Moore, Martin H.; Shashidhar, Ranganathan Journal of the American Chemical Society, 2002 , vol. 124, # 36 p. 10654 - 10655]