Talk:Diphosphine ligands

Latest comment: 6 years ago by Pelirojopajaro in topic Table update

Dump

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Text dump of some stuff. Waiting for inspiration to do something about it. --Rifleman 82 04:02, 6 October 2007 (UTC)Reply

dppv

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Dppv is the acronym for 1,2-bis(diphenylphosphino)ethylene, (C6H5)2PCH=CHP(C6H5)2. Both cis (m.p. 125 °C) and trans (m.p. 126°C) isomers are known, being derived from the respective isomers of ClCH=CHCl. The substitution of chloride is stereospecific. The cis isomer, however, is almost exclusively used for applications of a ligand.

dmpe

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dmpe
Chemical name 1,2-bis(dimethylphosphino) ethane
Chemical formula (CH3)2PCH2CH2P(CH3)2
Molecular mass 150.14 g/mol
CAS Number 23936-60-9
Boiling point 180 °C
Flash point 2 °F
Density 0.9 g/mL at 25 °C
Disclaimer and references

Dmpe is prepared in a similar way to that of dppe.

1. (CH3)2P-P(CH3)2 + 2Na → 2NaP(CH3)2
2. 2NaP(CH3)2 + ClCH2CH2Cl → (CH3)2PCH2CH2P(CH3)2 + 2NaCl

Dmpe should be handled with care. It is toxic and exposure to the air may result in ignition.

Dppf

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1,1'-Bis(diphenylphosphino)ferrocene (dppf) is also used as a ligand. As its name implies, its backbone is made up of a ferrocene moiety, as opposed to the ethylene backbone of dppe.

Nomenclature

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This is the common, but incorrect, of the term diphosphine. The compounds described here are bis-phosphino compounds as by definition diphosphines contain P-P bonds, for example: tetraphenyldiphosphine. The confusion has arrisen references to metal centres as diphosphine substituted, which denotes two phosphino ligands not nessesarily bidentate a bis-phosphino ligand. Further confusion has occured due to popular processes where tertiary phosphines are dimerised to form bidentate ligands, for example: Phenyl, Anisyl, Methyl Phosphine "PAMP" is dimerised by linking two methyl groups forming a bidentate bis-phosphino species known as "DiPAMP."

I will compile the naming scheme from ACS and IUPAC and develope two pages from the information here.

Diphosphines will refer to true P-P diphosphines with links and discussion about naming difficulties. bis-phosphino ligands will get their own page, linking back to the diphosphine page re: naming problems --Drunkmerlin (talk) 00:46, 1 November 2009 (UTC)Reply

Excellent point, but most readers probably expect this article to discuss bidentate bisphosphines. The usage here is strictly incorrect, but might not be too serious since the R2PPR2 variety of true diphosphines are rarely encountered and anyway are mainly used to make diphosphine ligands. But if you want to reshuffle the article names, that is okay. One suggestion: dont rename this article until you start a fully-fledged article on an authenic diphosphine, e.g. P2H4 or P2Ph4. Just a suggestion.--Smokefoot (talk) 04:32, 1 November 2009 (UTC)Reply
I think both topics could share a page. Getting info on P-P bonded species is quite hard, specifically because of the name problem. I'm working on P-P species so I've dug up quite a bit already. I'll post things here before changing the main page. P-P species aren't well studied, or widely used, so much detail will not be needed.--Drunkmerlin (talk) 11:15, 7 November 2009 (UTC)Reply
There is a ton of information on the P-P bonded species. So we are definitely looking at a split of this page. The big ones are P2Me4, P2H4,and P2Ph4, probably.--Smokefoot (talk) 20:59, 7 November 2009 (UTC)Reply

Types of diphosphines

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There are six general motifs for diphosphine ligands, when we concider cross condensed species where the P-substituents are different, with achiral, P-stereogenic and chiral backbone models. An example of each type would provide a good overview, commercially successful examples would offer readers the most suplimentary material.--Drunkmerlin (talk) 11:30, 7 November 2009 (UTC)Reply

Your classification scheme is one of many ways of dividing the pie that can be imagined.--Smokefoot (talk) 20:59, 7 November 2009 (UTC)Reply

Table update

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I am planning to update the table of ligands. I think it would be good to have structure of each ligand. This might require me to delete one of other columns so probably only common names will be listed. Let me know what you think. Pelirojopajaro (talk) 08:09, 22 October 2018 (UTC)Reply

Update update: I am also planning to update the table with a bite angle column. There are several other PP ligands I plan to add as well. Most of these are closely related to Xantphos, but some others including BIPHEP, dtbpx, transphos and dppbn belong in the list too. Pelirojopajaro (talk) 08:50, 23 October 2018 (UTC)Reply