Halogen bonds as stabilizing interactions in a chiral self-assembled molecular monolayer.
نویسندگان
چکیده
We report the formation of highly-ordered self-assembled monolayers of an achiral organic semiconductor molecule. STM results show spontaneous formation of very large single domains of ordered chiral monolayers. DFT calculations support the identification of halogen bonds as the primary interactions that steer molecular self-assembly, leading to organizational chirality.
منابع مشابه
Supramolecular self-assembled network formation containing N···Br halogen bonds in physisorbed overlayers.
The formation of a halogen bonded self-assembled co-crystal physisorbed monolayer containing N···Br interactions is reported for the first time. The co-crystal monolayer is identified experimentally by synchrotron X-ray diffraction and the structure determined. Density functional theory (DFT) calculations are also employed to assess the magnitudes of the different interactions in the layer. Sig...
متن کاملAchieving chiral resolution in self-assembled supramolecular structures through kinetic pathways.
Chiral phase transitions were studied in a self-assembled 2,6-dibromoanthraquinones supramolecular system prepared on Au(111) using scanning tunneling microscopy. As the molecules were deposited at about 150 K, they formed heterochiral chevron structures (a racemate) consisting of two alternating prochiral molecular rows. When the as-deposited sample was warmed to 300 K followed by cooling to 8...
متن کاملSupramolecular Cl⋅⋅⋅H and O⋅⋅⋅H interactions in self-assembled 1,5-dichloroanthraquinone layers on Au(111).
The role of halogen bonds in self-assembled networks for systems with Br and I ligands has recently been studied with scanning tunneling microscopy (STM), which provides physical insight at the atomic scale. Here, we study the supramolecular interactions of 1,5-dichloroanthraquinone molecules on Au(111), including Cl ligands, by using STM. Two different molecular structures of chevron and squar...
متن کاملSynthesis of Two Compounds with Self-Assembled Monolayer Properties: Riboflavin 2', 3', 4' , 5' Tetra Octadecanoate & Bis (Phosphatidyl Ethanol) Protoporphyrin IX Amide
Riboflavin and protoporphyrin IX are two molecules that participate in oxidation and reduction reactions in the living cell. Changing some functional groups of riboflavin and protoporphyrin IX can provide compounds with self-assembled monolayer properties with wide applications in designing the molecular electronic devices. In this study, the amphiphilic structure of riboflavin and protopor...
متن کاملAminothiophenol Furfural Self-assembled Gold Electrode Sensor for Determination of Dopamine in Pharmaceutical Formulations
A new Schiff base 2-aminothiophenol furfural self assembled monolayer (SAM) has been fabricated on a bare gold electrode as a novel sensor for determination of dopamine. Electrochemical impedance spectroscopywas utilized to investigate the properties of the Au 2-aminothiophenol furfural self assembled monolayermodified electrode (Au ATF SAM-ME) using the [Fe(CN)6]3-/4- redox couple. The electro...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Chemical communications
دوره 47 33 شماره
صفحات -
تاریخ انتشار 2011