New symmetrical disulfides together with the corresponding thiols bearing fluorescent end-groups have been synthesized as building-blocks for self-assembled monolayers (SAMs). The synthesis has been accomplished starting from aromatic nitrogen heterocycles in three steps. The conversion of the tosylated intermediate into the final disulfide is accomplished by use of sodium hydrogen sulfide (NaSH). Both products (thiols and disulfides) were isolated and characterized. [...]
The field of self-assembled monolayers (SAMs) of organic compounds on different substrates is of importance because it provides a suitable and efficient method of surface modification. The formation of robust, stable monolayers from carboxylic acids on two and three dimensional surfaces of different substrates have been reported. Carboxylic acids are promising class of organic compounds for monolayer formations where traditional alkanethiols or alkoxysilanes show limitations.
Two new long-chain carboxylic acids (1, 2) bearing strong fluorescent group pyrene as ligands for Self-Assembled Monolayers (SAMs) have been synthesized. The multistep targeted synthesis is accomplished by use of Pyren-1-yl methylamine hydrochloride and employing simplified synthetic protocols. Compound 2 contains a chiral center purposely introduced along the atom chain in order to make it suitable for chiro-optical studies of the resulting SAMs. [...]