Talk:Host–guest chemistry

Latest comment: 1 year ago by Zhoudeng1234 in topic Problematic article

Major issues

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This is an excellent article. However, there are major issues that need attention.

  1. It is not possible to take the logarithm of a quantity that has dimension, as in the definitions   and  . Kd has the dimension [concentration]. An exposition of the thermodynamics of chemical equilibrium can be seen at equilibrium chemistry.
  2. There are many host-guest complexes known with other than 1:1 stoichiometry. The theory lacks generality. Examples of other stoichiometries should be included in the article.

I would welcome the collaboration of another editor to address these issues. Please reply here with suggestions. Petergans (talk) 10:28, 31 March 2018 (UTC)Reply

Equilibrium constant

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The principles of the calculation of equilibrium constants are the same for N.M.R., Uv/Vis, Raman and ITC data. Therefore these principles need to be placed at the head of this "chapter". See Determination of equilibrium constants for the general theory. The particular details that apply to each technique belong in the individual sub-sections. Some of the packages used for the calculations have general applicability, whereas the current article deals with the situation in which only a single 1:1 complex is formed.

The theory in relation to kinetic data is much too long. Also it depends on some crucial approximations and therefore lacks generality. I suggest that the exposition be removed.

As stated above I need a collaborator to help with the major edits that are needed. User:rjwilmsi are you interested? Petergans (talk) 14:14, 7 April 2018 (UTC)Reply

Kinetics

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I have removed this section for the following reasons:

  1. The chemical kinetics is fully described in the article rate equation.
  2. There are no citations. Indeed, I don't know of the existence of any relevant publication.
  3. Given the wide availability of nmr and uv/vis instrumentation there is no need to use kinetics to obtain binding constants.

Petergans (talk) 09:45, 15 April 2018 (UTC)Reply

Help. please - nomenclature

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The caption to the first figure gives the included species as " p-xylylenediammonium ". This name comes from the original publication. Can someone please specify the IUPAC name. The chemical formula of the included compound is [H3NCH2(C6H4)CH2NH3]2+. Petergans (talk) 09:37, 13 May 2018 (UTC)Reply

Definitions

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I have replaced the following

This equilibrium constant has the dimension 1/concentration and so its logarithm does not exist. To overcome this problem each concentration term should be divided by a standard concentration. When the value of each standard concentration is 1, the value of   is unchanged. Put another way, when the equilibrium constant is calculated as a quotient of concentrations it is implicitly assumed that the activity coefficient of each chemical species has a value of 1, which is effectively a definition of the thermodynamic standard states.

Although this device can be found in a number of text-books, it is unnecessarily artificial. More importantly, it is potentially misleading: the concentration quotient of a host-guest complex is constant (at a given temperature) if and only if the quotient of activity coefficients is independent of the concentration of the reactants, host, guest and complex. This is equivalent to postulating that the thermodynamic activity of a reactant is always equal to its concentration multiplied by a constant factor, which is a reasonable assumption with dilute solutions of uncharged species. Petergans (talk) 16:02, 8 September 2019 (UTC)Reply

Critique

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Generally speaking, it is a good article, telling people about the fundamental theory about the host guest chemistry. However, there are also several issues to think about. The first thing that makes me distracted is that the authors described the thermodynamic parameters of the host-guest chemistry without introducing some classic examples of it. In other words, the article becomes too abstract for the readers to read. It seems that the author wrote an article about the physical-chemistry-aspects of the host-guest chemistry. The second issue lies in the fact that the authors split the determination of binding constant K into two parts. The first part is the basic principle, and the second one is the specific examples of how this technique can be used. However, personally speaking, I think this two parts can be combined into one, because they actually belong to the same aspect of the certain topic (determination of thermodynamic parameters). Third question is that in the applications part, the author mentioned Raman spectroscopy. In the description, I notice that Raman spectroscopy is used in the determination of host-guest interaction, suggesting this part should have been put earlier (i.e., the determination of binding constant part) instead of the applications part. What’s more, the cooperativity in the application part seems not very appropriate in the “applications” part. Apart from the host guest interaction between the small molecules, it can be observed in polymer materials, which can bring about something novel (i.e., mechanical properties, photo-chemistry, self-healing et al.) to the materials. Also, I would like to add some information about the determination of the kinetic parameters of the host guest interaction process. The article’s tone sounds neutral, and there is no overrepresent/ underrepresent viewpoint. The links work well.  The sources are from books, review and research papers of various authors. Technically, I would also like to use books, reviews and research papers to enhance the topic.

I will modify this article in a few aspects:

1.    Introduce some classic examples of host-guest chemistry, including the host-guest interaction between the small molecules and polymers (see bibliography file, ref. 14-20).

2.    Combine the “Determination of binding constant values”, “Determination of standard enthalpy and entropy change values”, and “Experimental techniques” sections. Besides, the kinetic study will be added (see ref. 20).

3.    Move the Raman spectroscopy from the “applications” section to the combined “determination of binding constants” sections.

4.    Extend the applications sections. The host-guest interaction can be employed in stimuli-responsive materials (ref. 1-2), encryption (ref. 3), improving materials mechanical properties (ref. 4-6), room temperature phosphorescence (RTP, ref. 7-9), and self-healing (ref. 10-12). About the sensing application, host-guest chemistry can also be used in chirality sensing (ref. 13).


1.    Halogen Bonding: A New Platform for Achieving Multi-Stimuli-Responsive Persistent Phosphorescence Angew. Chem. 2022, 134, e202200236 doi.org/10.1002/anie.202200236

2.     Controlled binding of organic guests by stimuli-responsive macrocyclesChem. Soc. Rev., 2020, 49, 3834 DOI: 10.1039/d0cs00109k

3.     Paper without a Trail: Time-Dependent Encryption using Pillar[5]arene-Based Host–Guest Invisible InkAdv. Mater. 2022, 34, 2108163 DOI: 10.1002/adma.202108163

4.     Extremely Rapid Self-Healable and Recyclable Supramolecular Materials through Planetary Ball Milling and Host–Guest InteractionsAdv. Mater. 2020, 32, 2002008 DOI: 10.1002/adma.202002008

5.     Mechanical Training Enabled Reinforcement of Polyrotaxane- Containing Hydrogel10.1002/ange.202218313

6.     Stretchable slide-ring supramolecular hydrogel for flexible electronic devices. Commun Mater 3, 2 (2022). https://doi.org/10.1038/s43246-022-00225-7

7.    Recent Advances on Host–Guest Material Systems toward Organic Room Temperature Phosphorescence Small 2022, 18, 2104073 DOI: 10.1002/smll.202104073

8.    Tunable Second-Level Room-Temperature Phosphorescence of Solid Supramolecules between Acrylamide–Phenylpyridium Copolymers and Cucurbit[7]urilAngew. Chem. 2022, 134, e202115265 doi.org/10.1002/anie.202115265

9.    Room-Temperature Phosphorescence in the Amorphous State Enhanced by Copolymerization and Host−Guest ComplexationMacromolecules 2022, 55, 9802−9809 https://doi.org/10.1021/acs.macromol.2c00680

10.   Design of self-healing and self-restoring materials utilizing reversible and movable crosslinksIkura et al. NPG Asia Materials (2022) 14:10 https://doi.org/10.1038/s41427-021-00349-1

11.  Recent Advances of Self-Healing Polymer Materials via Supramolecular Forces for Biomedical ApplicationsBiomacromolecules 2022, 23, 641−660 https://doi.org/10.1021/acs.biomac.1c01647

12.  Huang, Z., Chen, X., O’Neill, S.J.K. et al. Highly compressible glass-like supramolecular polymer networks. Nat. Mater. 21, 103–109 (2022). https://doi.org/10.1038/s41563-021-01124-x

13.  Circular Dichroism Based Chirality Sensing with Supramolecular Host–Guest Chemistry Angew. Chem. Int. Ed. 2022, 61, e202201258 doi.org/10.1002/anie.202201258

14.  https://www.sciencedirect.com/referencework/9780128031995/comprehensive-supramolecular-chemistry-ii

15.  Recent progress in host–guest metal–organic frameworks: Construction and emergent properties Coordination Chemistry Reviews 476 (2023) 214921 https://doi.org/10.1016/j.ccr.2022.214921

16.  Supramolecular Polymers (Host-Guest Interactions) DOI 10.1007/978-3-642-36199-9_54-1

17.  Host–Guest chemistry based on solid-state pillar[n]arenes Coordination Chemistry Reviews 462 (2022) 214503 https://doi.org/10.1016/j.ccr.2022.214503

18. Annu. Rep. Prog. Chem., Sect. B: Org. Chem., 1988,85, 353-386 https://doi.org/10.1039/OC9888500353

19. Polyrotaxanes and the pump paradigm Chem. Soc. Rev., 2022, 51, 8450 DOI: 10.1039/d2cs00194b

20. Pseudo-Polyrotaxanes of Cyclodextrins with Direct and Reverse X‑Shaped Block Copolymers: A Kinetic and Structural StudyMacromolecules 2019, 52, 1458−1468 DOI: 10.1021/acs.macromol.8b02509 Zhoudeng1234 (talk) 14:46, 18 January 2023 (UTC)Reply

Comment

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We want WP:TERTIARY ( and if we fail at that WP:SECONDARY. Books and reviews only on this very mature topic.

1.    Halogen Bonding: A New Platform for Achieving Multi-Stimuli-Responsive Persistent Phosphorescence Angew. Chem. 2022, 134, e202200236 doi.org/10.1002/anie.202200236

2.     Controlled binding of organic guests by stimuli-responsive macrocyclesChem. Soc. Rev., 2020, 49, 3834 DOI: 10.1039/d0cs00109k

  • good idea: a review

3.     Paper without a Trail: Time-Dependent Encryption using Pillar[5]arene-Based Host–Guest Invisible InkAdv. Mater. 2022, 34, 2108163 DOI: 10.1002/adma.202108163

  • No. WP:PRIMARY, do not bother, too narrow. Lightly cited.

4.     Extremely Rapid Self-Healable and Recyclable Supramolecular Materials through Planetary Ball Milling and Host–Guest InteractionsAdv. Mater. 2020, 32, 2002008 DOI: 10.1002/adma.202002008

  • No'. WP:PRIMARY, do not bother, too narrow. Lightly cited. too recent.

5.     Mechanical Training Enabled Reinforcement of Polyrotaxane- Containing Hydrogel10.1002/ange.202218313

  • No'. WP:PRIMARY, do not bother, too narrow. Lightly cited. too recent.

6.     Stretchable slide-ring supramolecular hydrogel for flexible electronic devices. Commun Mater 3, 2 (2022). https://doi.org/10.1038/s43246-022-00225-7

  • No'. WP:PRIMARY, do not bother, too narrow. too recent.

7.    Recent Advances on Host–Guest Material Systems toward Organic Room Temperature Phosphorescence Small 2022, 18, 2104073 DOI: 10.1002/smll.202104073

  • Yes'. good idea, a review

8.    Tunable Second-Level Room-Temperature Phosphorescence of Solid Supramolecules between Acrylamide–Phenylpyridium Copolymers and Cucurbit[7]urilAngew. Chem. 2022, 134, e202115265 doi.org/10.1002/anie.202115265

  • No'. WP:PRIMARY, do not bother, too narrow. too recent.

9.    Room-Temperature Phosphorescence in the Amorphous State Enhanced by Copolymerization and Host−Guest ComplexationMacromolecules 2022, 55, 9802−9809 https://doi.org/10.1021/acs.macromol.2c00680

  • No'. WP:PRIMARY, do not bother, too narrow. too recent. lightly cited.

10.   Design of self-healing and self-restoring materials utilizing reversible and movable crosslinksIkura et al. NPG Asia Materials (2022) 14:10 https://doi.org/10.1038/s41427-021-00349-1

  • 'Maybe.

11.  Recent Advances of Self-Healing Polymer Materials via Supramolecular Forces for Biomedical ApplicationsBiomacromolecules 2022, 23, 641−660 https://doi.org/10.1021/acs.biomac.1c01647

12.  Huang, Z., Chen, X., O’Neill, S.J.K. et al. Highly compressible glass-like supramolecular polymer networks. Nat. Mater. 21, 103–109 (2022). https://doi.org/10.1038/s41563-021-01124-x

13.  Circular Dichroism Based Chirality Sensing with Supramolecular Host–Guest Chemistry Angew. Chem. Int. Ed. 2022, 61, e202201258 doi.org/10.1002/anie.202201258

  • primary

14.  https://www.sciencedirect.com/referencework/9780128031995/comprehensive-supramolecular-chemistry-ii

  • Yes'. BOOK!!!

15.  Recent progress in host–guest metal–organic frameworks: Construction and emergent properties Coordination Chemistry Reviews 476 (2023) 214921 https://doi.org/10.1016/j.ccr.2022.214921

  • Yes'. Review

16.  Supramolecular Polymers (Host-Guest Interactions) DOI 10.1007/978-3-642-36199-9_54-1

  • Yes'. BOOK!!!

17.  Host–Guest chemistry based on solid-state pillar[n]arenes Coordination Chemistry Reviews 462 (2022) 214503 https://doi.org/10.1016/j.ccr.2022.214503

  • Yes'. Review

18. Annu. Rep. Prog. Chem., Sect. B: Org. Chem., 1988,85, 353-386 https://doi.org/10.1039/OC9888500353

  • Yes'. Review

19. Polyrotaxanes and the pump paradigm Chem. Soc. Rev., 2022, 51, 8450 DOI: 10.1039/d2cs00194b

  • Yes'. Review

20. Pseudo-Polyrotaxanes of Cyclodextrins with Direct and Reverse X‑Shaped Block Copolymers: A Kinetic and Structural StudyMacromolecules 2019, 52, 1458−1468 DOI: 10.1021/acs.macromol.8b02509

What about Lehn's book? --Smokefoot (talk) 00:50, 23 February 2023 (UTC)Reply

Wiki Education assignment: Functional Nanomaterials

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  This article was the subject of a Wiki Education Foundation-supported course assignment, between 4 January 2023 and 7 March 2023. Further details are available on the course page. Student editor(s): Zhoudeng1234 (article contribs).

— Assignment last updated by Lubegali (talk) 17:56, 23 January 2023 (UTC)Reply

Problematic article

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The article, now about 51,000 bytes, is mainly the result of a 38,000 byte contribution from a homework project. Most of the content is inappropriate in my opinion. Few apps are real apps. The content is very instrucitonal. "Recently" or "recent" are used about 10x. --Smokefoot (talk) 21:34, 22 February 2023 (UTC)Reply

I accept that the "recent" or "recently" is not appropriate. But I do not think all of my content is inappropriate. I don't know why you think "few apps are real apps". The applications that I listed are based on the host-guest chemistry. Zhoudeng1234 (talk) 12:25, 3 March 2023 (UTC)Reply