Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by

Same author

Amplified chiroptic response in a multi-helical penta-perylene structure.

Chemical science·2026

Same author

Strong Coupling in Orthogonal Nanographenes.

Chemistry (Weinheim an der Bergstrasse, Germany)·2026

Same author

Ion-Conductive Wires Form High-Performance All-Solid-State Polymer Electrolytes.

Journal of the American Chemical Society·2026

Same author

Twisted Graphene Nanoribbons for Breakthroughs in Energy Storage, Bioelectronics and Chiroptics.

Accounts of chemical research·2026

Same author

Transitory Topochemical Tailoring of a van der Waals Superconductor.

Journal of the American Chemical Society·2025

Same author

The "sweet spot" in length for contorted conjugated ladders in ultrafast-charging Li and Mg batteries.

Chemical science·2025

Same journal

Gas-Responsive Metal-Organic Frameworks for Adaptive Thermal Energy Storage with Tunable Charge-Discharge Temperatures.

Journal of the American Chemical Society·2026

Same journal

Engineering a Thiamine-Dependent Benzoylformate Decarboxylase for Stereodivergent Radical C(sp<sup>3</sup>)-C(sp<sup>3</sup>) Bond Formation.

Journal of the American Chemical Society·2026

Same journal

Accelerated Directional Proton-Coupled Electron Transfer Enabled by Intrinsic Dipole Field in Biomimetic α-Helical Structure.

Journal of the American Chemical Society·2026

Same journal

Alternating Current-Driven Hydrogen Isotope Labeling of Aliphatic Amines Using 1,3-Propanedithiol as an Efficient Hydrogen Atom Transfer Reagent.

Journal of the American Chemical Society·2026

Same journal

Two-Dimensional van der Waals Polar Metal MoOBr<sub>2</sub>.

Journal of the American Chemical Society·2026

Same journal

Negatively Curved Chiral Bilayer Nanographene.

Journal of the American Chemical Society·2026

See all related articles

Search research articles

Related Experiment Video

Updated: Jul 2, 2026

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors

Published on: November 7, 2016

Cruciform pi-systems for molecular electronics applications.

Jennifer E Klare¹, George S Tulevski, Kenji Sugo

¹Department of Chemistry, Columbia University, New York, New York 10027, USA.

Journal of the American Chemical Society

|June 6, 2003

Summary

This summary is machine-generated.

Researchers developed a new modular synthesis for cruciform pi-systems using a double Staudinger cyclization. These molecules form ordered, upright monolayer films on surfaces, enabled by specific phenyl substituents.

More Related Videos

DNA Origami-Mediated Substrate Nanopatterning of Inorganic Structures for Sensing Applications

DNA Origami-Mediated Substrate Nanopatterning of Inorganic Structures for Sensing Applications

Published on: September 27, 2019

Simple, Affordable, and Modular Patterning of Cells using DNA

Simple, Affordable, and Modular Patterning of Cells using DNA

Published on: February 24, 2021

Related Experiment Videos

Last Updated: Jul 2, 2026

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors

Effect of Bending on the Electrical Characteristics of Flexible Organic Single Crystal-based Field-effect Transistors

Published on: November 7, 2016

DNA Origami-Mediated Substrate Nanopatterning of Inorganic Structures for Sensing Applications

DNA Origami-Mediated Substrate Nanopatterning of Inorganic Structures for Sensing Applications

Published on: September 27, 2019

Simple, Affordable, and Modular Patterning of Cells using DNA

Simple, Affordable, and Modular Patterning of Cells using DNA

Published on: February 24, 2021

Area of Science:

Organic Chemistry
Materials Science
Supramolecular Chemistry

Background:

Development of novel molecular architectures with unique electronic and self-assembly properties is crucial.
Cruciform pi-systems offer potential for advanced electronic and optical applications.
Controlling molecular orientation on surfaces is key for functional material design.

Purpose of the Study:

To establish a modular and general synthetic route for a new class of cruciform pi-systems.
To investigate the self-assembly behavior of these molecules on metal and metal oxide surfaces.
To understand the factors governing the upright orientation of the conjugated subunits.

Main Methods:

Utilized an unprecedented double Staudinger cyclization for molecule synthesis.
Employed surface deposition techniques to form monolayer films.
Analyzed molecular orientation using surface characterization methods.

Main Results:

Successfully synthesized a novel class of cruciform pi-systems.
Demonstrated the formation of ordered monolayer films on various surfaces.
Confirmed upright orientation of the conjugated bis-phenyloxazole subunits.
Identified external phenyl substituents as critical for enforcing the desired orientation.

Conclusions:

The developed synthetic strategy is modular and general for cruciform pi-systems.
These molecules exhibit excellent self-assembly properties, forming ordered monolayers.
The unique structure allows for controlled, upright orientation of conjugated systems on surfaces.
This work provides a foundation for designing functional materials based on cruciform pi-systems.