Stereoselective Alkyne Insertion into a Bridging Hydride at a Diiron Centre: cis-trans Isomerisation and Metallacycle Formation

DOI: 10.1039/DT9940003389

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 3389 - 3396 (1994)

Update date:2022-08-02

Topics:

Authors:

Hogarth, Graeme

Lavender, Mark H.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/DT9940003389

Addition of the activated alkyne dimethyl acetylenedicarboxylate (dmad) to 1 (dppm = Ph2PCH2PPh2) afforded the ?-η vinyl complex cis-(μ-PPh2)(μ-dppm)> 2.Crystallography showed that the insertion is stereoselectively cis, with the phosphorus-containing ligands also adopting a cis configuration.Ultraviolet irradiation of 2 resulted in slow conversion into a second isomer, trans-(μ-PPh2)(μ-dppm)> 3, which still retains the cis arrangement of phosphines as shown by 31P NMR spectroscopy.This transformation is reversible, 3 slowly converting back into 2 at room temperature, a process which is accelerated upon heating.At temperatures of >/= 80 deg C, 2 (and 3) was converted irreversibly into a third isomer (μ-PPh2)(μ-dppm)> 4, containing a metallacyclic ring by virtue of metal co-ordination of an ester carbonyl.X-Ray crystallography revealed a trans vinyl orientation and a trans disposition of the phosphorus-containing groups.

Full text of DOI:10.1039/DT9940003389

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:cis-[Fe2(CO)4(μ-C(CO2Me)=CH(CO2Me))(μ-PPh2)(μ-dppm)]

Cas No:162524-71-2

R&D Labs maybe for 162524-71-2

Shanghai Harvest Chemical Ind. Co., Ltd.

Contact:021-51385350

Address:ROOM 806-807, AI LI CHEN BUILDING, No.333 JINGXIANG ROAD, PUDONG DISTRICT, 201206, SHANGHAI
Shaanxi HuaTai Bio-fine chemical company Ltd

Contact:86-029-87862197

Address:No. 5, 3rd Floor, 29 Yanta North Road, Beilin Dist.
QINGDAO NEW FLOURISH INTERNATIOANAL TRADE CO., LTD.

Contact:+86 532 80861829

Address:No. 1, Yinchuan East Road, 266061, Qingdao, China
Ningbo Huajia Chemicals

Contact:+86-574-87065746

Address:10th Floor, No.787 Baizhang East Road,
Suzhou Time-chem Technologies Co., Ltd.

Contact:0512-63983931/68086856

Address:No. 1326 of Binhe Road, New District, Suzhou, Jiangsu, P. R. China

Relevant to this article

5-alkyloxy-6-fluorobenzo[c][1,2,5]thiadiazole- and silafluorene-based D-A alternating conjugated polymers: Synthesis and application in polymer photovoltaic cells

Doi:10.1021/ma500417r
(2014)
Aromatic nitrogen mustard-based prodrugs: Activity, selectivity, and the mechanism of DNA cross-linking

Doi:10.1002/chem.201400090
(2014)
A highly efficient route to C-3 alkyl-substituted indoles via a metal-free transfer hydrogenation

Doi:10.1016/j.tetlet.2014.05.064
(2014)
Highly efficient and generalized asymmetric synthesis of quaternary stereogenic carbon-containing β-amino indanones/indanoles via Mannich-type additions between 1-indanones and N-tert-butanesulfinylketimines

Doi:10.1039/c4ob00489b
(2014)
A "hemilabile" palladium-carbon bond: Characterization and its implication in catalysis

Doi:10.1021/om5005435
(2014)
Formation of condensed 1 H-pyrrol-2-ylphosphonates and 1,2-dihydropyridin- 2-ylphosphonates via Kabachnik-fields reaction of acetylenic aldehydes and subsequent 5-exo-dig or 6-endo-dig cyclizations

Doi:10.1021/jo501011u
(2014)

Hot Product

65-86-1
72909-34-3
22984-54-9
6197-30-4
738-70-5
68333-79-9
111-87-5
15625-89-5
15981-92-7
55297-96-6
162881-26-7
78-40-0
5470-11-1
2687-91-4 N-Ethyl Pyrrolidone good supplier in Chi
121-79-9
302-79-4
763113-22-0
100-19-6
401591-40-0
9001-00-7
84687-43-4
3054-47-5
6381-92-6
53338-20-8
7647-15-6
127-19-5
7791-18-6
21728-07-4
1002731-42-1
96702-03-3
55289-06-0
497-30-3

Article Doi