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Title: Direct molecular quantification of electronic disorder in N,N ′-Di-[(1-naphthyl)- N,N ′-diphenyl]-1,1′-biphenyl)-4,4′-diamine on Au(111)
Author(s) / Creator(s):
 ;  ;  
Publisher / Repository:
American Vacuum Society
Date Published:
Journal Name:
Journal of Vacuum Science & Technology B
Page Range / eLocation ID:
Article No. 053401
Medium: X
Sponsoring Org:
National Science Foundation
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  1. Abstract

    We describe convenient preparations ofN,N′‐dialkyl‐1,3‐propanedialdiminium chlorides,N,N′‐dialkyl‐1,3‐propanedialdimines, and lithiumN,N′‐dialkyl‐1,3‐propanedialdiminates in which the alkyl groups are methyl, ethyl, isopropyl, ortert‐butyl. For the dialdiminium salts, the N2C3backbone is always in thetrans‐s‐transconfiguration. Three isomers are present in solution except for thetert‐butyl compound, for which only two isomers are present; increasing the steric bulk of theN‐alkyl substituents shifts the equilibrium away from the (Z,Z) isomer in favor of the (E,Z), and (E,E) isomers. For the neutral dialdimines, crystal structures show that the methyl and isopropyl compounds adopt the (E,Z) form, whereas thetert‐butyl compound is in the (E,E) form. In aprotic solvents all four dialdimines (as well as the lithium dialdiminate salts) adoptcis‐s‐cisconformations in which there presumably is either an intramolecular hydrogen bond (or a lithium cation) between the two nitrogen atoms.

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  2. null (Ed.)
    First row transition metal complexes (Ni, Co, Cu, Zn) with N , N -disubstituted- N ′-acylthiourea ligands have been synthesized and characterized. Bis( N , N -diisopropyl- N ′-cinnamoylthiourea)nickel was found to have the lowest onset temperature for thermal decomposition. Thin film deposition of Ni, Co, and Zn sulfides by aerosol assisted chemical vapor deposition from their respective N , N -diisopropyl- N ′-cinnamoylthiourea complexes at 350 °C has been demonstrated. 
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  3. The synthesis of the title compound, C 13 H 21 NO 2 S, is reported here along with its crystal structure. This compound crystallizes with two molecules in the asymmetric unit. The sulfonamide functional group of this structure features S=O bond lengths ranging from 1.433 (3) to 1.439 (3) Å, S—C bond lengths of 1.777 (3) and 1.773 (4) Å, and S—N bond lengths of 1.622 (3) and 1.624 (3) Å. When viewing the molecules down the S—N bond, the isopropyl groups are gauche to the aromatic ring. On each molecule, two methyl hydrogen atoms of one isopropyl group are engaged in intramolecular C—H...O hydrogen bonds with a nearby sulfonamide oxygen atom. Intermolecular C—H...O hydrogen bonds and C—H...π interactions link molecules of the title compound in the solid state. 
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