Talk:Macrocyclic stereocontrol

This is the talk page for discussing improvements to the Macrocyclic stereocontrol redirect.
This is not a forum for general discussion of the article's subject.

Put new text under old text. Click here to start a new topic.
New to Wikipedia? Welcome! Learn to edit; get help.

Article policies

Find sources: Google (books · news · scholar · free images · WP refs) · FENS · JSTOR · TWL

Chemicals Mid‑importance

	This redirect is within the scope of WikiProject Chemicals, a daughter project of WikiProject Chemistry, which aims to improve Wikipedia's coverage of chemicals. To participate, help improve this redirect or visit the project page for details on the project.ChemicalsWikipedia:WikiProject ChemicalsTemplate:WikiProject Chemicalschemicals articles
Mid	This redirect has been rated as Mid-importance on the project's importance scale.

Articles for creation

	This redirect was reviewed by member(s) of WikiProject Articles for creation. The project works to allow users to contribute quality articles and media files to the encyclopedia and track their progress as they are developed. To participate, please visit the project page for more information.Articles for creationWikipedia:WikiProject Articles for creationTemplate:WikiProject Articles for creationAfC articles
	This redirect was accepted on 22 October 2011 by reviewer Chzz (talk · contribs).

Initial Comments:

The article is reasonably laid out, but needs more examples. Why are the figures so small?

Suggestions:

- Lead: please re-write this. One could argue that remote stereocontrol is actually one of the most surprising aspects of macrocyclic stereocontrol--that stereocenters that are topologically quite remote from the reacting center can apparently direct the stereochemical outcome of the reaction with high fidelity. I see two issues: are macrocycles flopppy? Some seem to be, some aren't, and most we don't know. Floppiness can be estimated by computations. Can a rigid macrocycle give high stereocontrol? Obviously. What about a floppy one? Apparently, they can! What is remarkable is that a small delta G between conformers in the ground state can translate into a large delta delta G dagger in the transition state.

- Consider having explicit cyclooctane and cyclodecane sections. There is basically nothing about their conformational analysis on other pages.

- Have you added links on other pages so that this article is not an orphan?

- What do you mean, "as the structure gets increasingly acyclic"? I would rather say that an "aufbau" way to analyze conformations would be to minimize local interactions like the ones you note, but that this is likely to be stymied by unexpected and subtle interactions between remote substituents.

- Give some examples up front to show that control is possible (like in the lead). I have come to think that the model is dubious at best, but it is also the best thing available.

Eugene Kwan (talk) 19:45, 24 October 2011 (UTC)[reply]

Merge proposal

My cursory review is that this article is pretty specialized but not useless. The references are so disappointingly because many are missing titles and doi's. Few refs are to reviews. One solution might be to distribute the contents to various other articles including macrocyclic compound.--Smokefoot (talk) 23:32, 30 January 2024 (UTC)[reply]

Merger complete. Klbrain (talk) 22:37, 24 August 2024 (UTC)[reply]