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Related Concept Videos

Hydrogen Bonds01:04

Hydrogen Bonds

A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
Hydrogen Bonds00:26

Hydrogen Bonds

Hydrogen BondsHydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.Hydrogen Bonds Control the World!Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are...
IR Spectrum Peak Broadening: Hydrogen Bonding01:23

IR Spectrum Peak Broadening: Hydrogen Bonding

The vibrational frequency of a bond is directly proportional to its bond strength. As a result, stronger bonds vibrate at higher frequencies, while weaker bonds vibrate at lower frequencies. The stretching vibration of the strong O–H bond in alcohols and phenols (very dilute solution or gas phase) appears as a sharp peak at 3600–3650 cm−1.
However, the extent of hydrogen bonding influences the observed stretching frequency and band broadening. Intermolecular or intramolecular hydrogen bonding...
Noncovalent Attractions in Biomolecules02:35

Noncovalent Attractions in Biomolecules

Noncovalent attractions are associations within and between molecules that influence the shape and structural stability of complexes. These interactions differ from covalent bonding in that they do not involve sharing of electrons.
Four types of noncovalent interactions are hydrogen bonds, van der Waals forces, ionic bonds, and hydrophobic interactions.
Hydrogen bonding results from the electrostatic attraction of a hydrogen atom covalently bonded to a strong-electronegative atom like oxygen,...
Molecular Shape and Polarity03:37

Molecular Shape and Polarity

Dipole Moment of a Molecule
Introduction to Chemical Bonds01:01

Introduction to Chemical Bonds

Chemical Bonds
The electrons of the outermost energy level determine the energetic stability of the atom and its tendency to form chemical bonds with other atoms. The innermost electron shell has a maximum capacity of two electrons, but the next two electron shells can each have a maximum of eight electrons. This is known as the octet rule, which states that, with the exception of the innermost shell, atoms are most stable energetically when they have eight electrons in their valence shell, the...

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Updated: Jun 17, 2026

Conventional BODIPY Conjugates for Live-Cell Super-Resolution Microscopy and Single-Molecule Tracking
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Conventional BODIPY Conjugates for Live-Cell Super-Resolution Microscopy and Single-Molecule Tracking

Published on: June 8, 2020

Hydrogen-bond rigidified BODIPY dyes.

Jennifer A Jacobsen1, Jay R Stork, Douglas Magde

  • 1Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0358, USA.

Dalton Transactions (Cambridge, England : 2003)
|January 13, 2010
PubMed
Summary

New boron difluoride adducts of diamidodipyrromethenes, a novel BODIPY dye family, were synthesized. These fluorescent dyes exhibit persistent hydrogen bonds and robust photophysical properties for potential applications.

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Area of Science:

  • Organic Chemistry
  • Materials Science
  • Photochemistry

Background:

  • BODIPY dyes are a versatile class of fluorescent compounds.
  • Diamidodipyrromethenes are precursors to novel dye structures.
  • Boron difluoride complexes offer unique photophysical properties.

Purpose of the Study:

  • To synthesize and characterize novel boron difluoride adducts of diamidodipyrromethenes.
  • To explore the structural and photophysical properties of this new BODIPY dye family.
  • To assess their potential for materials and biological photochemical applications.

Main Methods:

  • Synthesis of boron difluoride adducts of diamidodipyrromethenes.
  • Characterization using X-ray crystallography.
  • Solution (19)F NMR spectroscopy for structural analysis.

Main Results:

  • Successful synthesis and characterization of a new class of BODIPY dyes.
  • Identification of a persistent hydrogen bond between boron-bound fluoride and amide groups.
  • Demonstration of robust photophysical properties.

Conclusions:

  • The synthesized compounds represent a new family of BODIPY fluorescent dyes.
  • The observed hydrogen bonding influences their structural and electronic properties.
  • These novel dyes show promise for advanced materials and biological imaging applications.