Simple HÜckel and LewIS embedded in the Hückel theory

• Prerequisite : Install Java JRE for Desktop applications
•  Download HuLiS
  3.4.0
    (Java)
• Use the Mobile Version 1.0 (javascript)
• Various Teaching Ressources
  --

• Manual
  
• Manuel
  
• How HuLiS
  Works?
• Try 3Dmol from Pittsburg U?

• YTube on HuLiS
  (english)
• YTube on HuLiS
  (in french)
• Molec. Library
  (for Java version)
• Job Offer
  --

Build a molecule ("Hückel" tools, blue left area)

• HuLiS is like any other simple Hückel programs with quite a few additionnal features as :
  • - Developped chemical formulae drawing,
  • - Relevant π orbitals drawing,
  • - Adjustable numbering of the atoms,
  • - Adjustable parameters for each bond & atom.*
• Orbitals are drawn by clicks on the energetic levels.
• The results button gives access formatted results.

* These can be useful for reparametrization (new atoms, Möebius).

Build resonance structures ("Lewis" tools, orange area).

• HuLiS contains an automatic Lewis structures' generator, in a single click (no more than a +/- charge).
• In the expert mode the user can create specific singlet spin coupling.
• HuLiS will give the weight of each of your structures.
• You can use the slider on the right to select the N lowest structures.
• The standalone version, reads/writes gaussian.com files (including NBO-NRT strings).

 

The program is based on these following references.

Thanks for citing them:

• Hückel-Lewis-Projection Method: A “Weights Watcher” for Mesomeric Structures: Y. Carissan, D. Hagebaum-Reignier, N. Goudard, S. Humbel J. Phys. Chem. A. 2008, 112, 13256–13262
• Y. Carissan, D. Hagebaum-Reignier, N. Goudard, S. Humbel, “HuLiS Program: Lewis embedded in Hückel Theory,” can be found at https://ctom-ism2.github.io/hulis/, 2008.
• Y. Carissan, D. Hagebaum-Reignier, N. Goudard, S. Humbel, "Weight Watchers électronique : calculez votre poids de formes résonantes” (in french) the editor version can be found on HAL.

ACS format:

• Carissan, Y.; Hagebaum-Reignier, D.; Goudard, N.; Humbel, S. J. Phys. Chem. A. 2008, 112 (50), 13256–13262.
  
• Carissan, Y.; Hagebaum-Reignier, D.; Goudard, N.; Humbel, S. HuLiS Program: Lewis embedded in Hückel Theory https://ctom-ism2.github.io/hulis/index.shtml.
  
• Carissan, Y.; Hagebaum-Reignier, D.; Goudard, N.; Humbel, S. L’Actualité Chimique 2016, 406, 36-40.
  

 

They cite HuLiS : (let us know by sending to Stephane an email if your work does not appear correctly here)

• Coupled cluster theory on modern heterogeneous supercomputers Front. Chem., 14 June 2023 by Dmytro Bykov et al with J. Olsen
• Understanding the Electronic Structure of Magnetic Trinuclear Complexes ... CEJ (2023) e202302256 by T. Mallah and N. Guihéry
• A reliable and efficient resonance theory based on analysis of DFT wave functions PCCP (2021) 3 2331-2348 by Y. Wang
• Hückel Molecular Orbital Analysis for Stability and Instability of Stacked Aromatic and Stacked Antiaromatic Systems J. Org. Chem. (2023) by Y. Tsuji, K. Okazawa, K. Yoshizawa
• Aromaticity of Aza Aromatic Molecules: Prediction from Hückel theory with Modified Parameters Quim. Nova, Vol. 46, No. ??, ??-10 by I. Sutjahja
• Customising excitation properties of PAH by rational positional heteroatom doping: the peri-xanthenoxanthene (PXX) case ( Chem. Sci., 2022,13, 6335-6347 ) by D. Bonifazi
• Analysis of Biphenylene and Benzo{3,4}cyclobuta{1,2-c} thiophene Molecular Orbital Structure using the Hückel Method ( Rev. Chim., 72(3), 2021, 198-209) by Y. Anggraini
• Thiazolo[5,4‐ f ]quinoxalines, Oxazolo[5,4‐ f ]quinoxalines and Pyrazino[ b,e ]isatins: Synthesis from 6‐Aminoquinoxalines and Properties ( Eur. J. Org. Chem. 2021, 2021, 2756 ) by prof F. Mongin et al, Université de Rennes 1: Rennes, Bretagne, France
• From Infection Clusters to Metal Clusters: Significance of the Lowest Occupied Molecular Orbital (LOMO) ( ACS Omega 2021, 6, 2, 1339–1351 ) by prof Y. Tsuji et al, Institute for Materials Chemistry and Engineering and IRCCS, Kyushu University, Nishi-ku, Fukuoka 819-0395, Japan
• Understanding Single-Molecule Parallel Circuits on the Basis of Frontier Orbital Theory ( J. Phys. Chem. C 2020, 124, 5, 3322–3331 ) by prof K. Yoshizawa et al Institute for Materials Chemistry and Engineering and IRCCS, Kyushu University, Nishi-ku, Fukuoka 819-0395, Japan
• "Resonance Theory Reboot " (ACS JACS 2019)by Eric D. Glendening , Clark R. Landis and Frank Weinhold (Indiana State University and University of Wisconsin - Madison)
• "Pyridine vs N-Hydrogenated Pyridine Moieties ... " (ACS Omega 2018)by Dr Chih-Kai Lin et al (National Taiwan University)
• "... chromophores: a bottom-up Hückel picture of the excited states of photoactive proteins" (CPPC 2017) by Prof. J. Verlet et al (Durham University)
• Transition-Metal-Free CO-Releasing BODIPY Derivatives ... (J. Am. Chem. Soc. 2016, 138, 126) by Prof. P. Klán et al (Masaryk University)
• Thermodynamic properties of alkyl 1H-indole carboxylate derivatives ..." (J. Chem. Thermodyn. 2016, 97, 70) by Prof. Maria D.M.C. Ribeiro da Silva et al. (University of Porto)
• several papers like this one, "Unpaired Electrons, Spin Polarization, and Bond Orders in Radicals ..." (Int. J. Quant. Chem. 2014, 114, 696) by Prof. P. Karafiloglou et al (Thessaloniki University)
• Carbo-aromaticity.. (Chem. Soc. Rev. 2015, 44, 6535) and in ... the ultimate aromatization process" (Tetrahedron 2014, 70, 4957) by Prof. R. Chauvin et al (Toulouse University)
• Correlation between Fourier series expansion and Huckel orbital theory (J. Math. Chem. Soc. 2013, 51, 503) by Prof. Ying Liu et al (Shenyang Normal University)
• ...