Samarium(III) acetylacetonate

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Samarium(III) acetylacetonate
Sm(acac)3(H2O)2.svg
Identifiers
3D model (JSmol)
ECHA InfoCard 100.035.105 OOjs UI icon edit-ltr-progressive.svg
  • InChI=1S/3C5H7O2.Sm/c3*1-4(6)3-5(2)7;/h3*3H,1-2H3;/q3*-1;+3
    Key: JTZJMDRBZZVNSP-UHFFFAOYSA-N
  • CC(=O)[CH-]C(=O)C.CC(=O)[CH-]C(=O)C.CC(=O)[CH-]C(=O)C.[Sm+3]
Properties
C15H21O6Sm
Molar mass 447.69 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Samarium acetylacetonate is a coordination compound with the formula Sm(C5H7O2)3. This anhydrous acetylacetonate complex is widely discussed but unlikely to exist per se. The 8-coordinated dihydrate Sm(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lanthanide acetylacetonates. The dihydrate has been characterized by X-ray crystallography. [1] [2] Upon attempted dehydration by heating under vacuum, other hydrated lanthanide tris(acetylacetonate) complexes decompose to give oxo-clusters. [3]

Consistent with the stability of 8-coordinate derivatives is the Sm(C5H7O2)3(1,10-phenanthroline). [4] Furthermore, recrystallization of the dihydrate from DMSO gives Sm(acac)3·2DMSO·H2O. [5]

Samarium(III) acetylacetonate react with N-bromosuccinimide to give the ring-brominated derivative. [6] It reacts with dicobalt octacarbonyl and can be used to prepare SmCo5. [7]

Related Research Articles

<span class="mw-page-title-main">Samarium</span> Chemical element, symbol Sm and atomic number 62

Samarium is a chemical element; it has symbol Sm and atomic number 62. It is a moderately hard silvery metal that slowly oxidizes in air. Being a typical member of the lanthanide series, samarium usually has the oxidation state +3. Compounds of samarium(II) are also known, most notably the monoxide SmO, monochalcogenides SmS, SmSe and SmTe, as well as samarium(II) iodide.

<span class="mw-page-title-main">Samarium(II) iodide</span> Chemical compound

Samarium(II) iodide is an inorganic compound with the formula SmI2. When employed as a solution for organic synthesis, it is known as Kagan's reagent. SmI2 is a green solid and solutions are green as well. It is a strong one-electron reducing agent that is used in organic synthesis.

<span class="mw-page-title-main">1,10-Phenanthroline</span> Heterocyclic organic compound

1,10-Phenanthroline (phen) is a heterocyclic organic compound. It is a white solid that is soluble in organic solvents. The 1,10 refer to the location of the nitrogen atoms that replace CH's in the hydrocarbon called phenanthrene.

Metal acetylacetonates are coordination complexes derived from the acetylacetonate anion (CH
3COCHCOCH−
3) and metal ions, usually transition metals. The bidentate ligand acetylacetonate is often abbreviated acac. Typically both oxygen atoms bind to the metal to form a six-membered chelate ring. The simplest complexes have the formula M(acac)3 and M(acac)2. Mixed-ligand complexes, e.g. VO(acac)2, are also numerous. Variations of acetylacetonate have also been developed with myriad substituents in place of methyl (RCOCHCOR′−). Many such complexes are soluble in organic solvents, in contrast to the related metal halides. Because of these properties, acac complexes are sometimes used as catalyst precursors and reagents. Applications include their use as NMR "shift reagents" and as catalysts for organic synthesis, and precursors to industrial hydroformylation catalysts. C
5H
7O−
2 in some cases also binds to metals through the central carbon atom; this bonding mode is more common for the third-row transition metals such as platinum(II) and iridium(III).

<span class="mw-page-title-main">Aluminium acetylacetonate</span> Chemical compound

Aluminium acetylacetonate, also referred to as Al(acac)3, is a coordination complex with formula Al(C5H7O2)3. This aluminium complex with three acetylacetone ligands is used in research on Al-containing materials. The molecule has D3 symmetry, being isomorphous with other octahedral tris(acetylacetonate)s.

<span class="mw-page-title-main">Cerium(III) acetylacetonate</span> Chemical compound

Cerium(III) acetylacetonate is a compound with formula Ce(C5H7O2)3(H2O)x. It is typically isolated as the trihydrate. Partial dehydration gives the dihydrate, a red-brown solid.

<span class="mw-page-title-main">Dysprosium acetylacetonate</span> Chemical compound

Dysprosium acetylacetonate is a chemical compound of dysprosium with formula Dy(C5H7O2)3(H2O)n.

<span class="mw-page-title-main">Europium acetylacetonate</span> Chemical compound

Europium acetylacetonate is a coordination complex with formula Eu(C5H7O2)3. Although this anhydrous acetylacetonate complex is widel discussed, some sources suggest that it is really the dihydrate Eu(C5H7O2)3(H2O)2.

<span class="mw-page-title-main">Gadolinium acetylacetonate</span> Chemical compound

Gadolinium acetylacetonate is a coordination compound with the formula Gd(C5H7O2)3. This anhydrous acetylacetonate complex is widely discussed but unlikely to exist per se. The 8-coordinated dihydrate Gd(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lathanide complexes. It has also been characterized twice by X-ray crystallography.

<span class="mw-page-title-main">Sodium acetylacetonate</span> Chemical compound

Sodium acetylacetonate is an organic compound with the nominal formula Na[CH(C(O)CH3)2]. This white, water-soluble solid is the conjugate base of acetylacetone.

<span class="mw-page-title-main">Neodymium(III) acetylacetonate</span> Chemical compound

Neodymium(III) acetylacetonate is a coordination compound with the chemical formula Nd(O2C5H7)3. Although many sources discuss this anhydrous acetylacetonate complex, it is the dihydrate Nd(O2C5H7)3(H2O)2 that has been characterized by X-ray crystallography. It commonly occurs as a white powder. Upon heating under vacuum, other dihydrated lanthanide trisacetylacetonates convert to oxo-clusters M4O(C5H7O2)10. This result suggests that Nd(O2C5H7)3 may not exist.

<span class="mw-page-title-main">Holmium acetylacetonate</span> Chemical compound

Holmium acetylacetonate is a coordination compound with the formula Ho(C5H7O2)3. This anhydrous acetylacetonate complex is often discussed but unlikely to exist per se. The 8-coordinated dihydrate Ho(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lanthanide acetylacetonates. The dihydrate has been characterized by X-ray crystallography.

Samarium compounds are compounds formed by the lanthanide metal samarium (Sm). In these compounds, samarium generally exhibits the +3 oxidation state, such as SmCl3, Sm(NO3)3 and Sm(C2O4)3. Compounds with samarium in the +2 oxidation state are also known, for example SmI2.

<span class="mw-page-title-main">Yttrium acetylacetonate</span> Chemical compound

Yttrium acetylacetonate is a coordination compound with the chemical formula Y(C5H7O2)3(H2O)x, or Y(acac)3(H2O)x for short. The value of x can vary from 1 to 3.

<span class="mw-page-title-main">Praseodymium acetylacetonate</span> Chemical compound

Praseodymium acetylacetonate is a coordination complex with the formula Pr(C3H7O2)3. This purported anhydrous acetylacetonate complex is widely discussed but only the dihydrate Pr(C3H7O2)3(H2O)2 has been characterized by X-ray crystallography.

<span class="mw-page-title-main">Erbium acetylacetonate</span> Chemical compound


Erbium acetylacetonate is a coordination compound with the formula Er(C5H7O2)3. This anhydrous acetylacetonate complex is often discussed but unlikely to exist per se. The 8-coordinated dihydrate Er(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lanthanide acetylacetonates. The dihydrate has been characterized by X-ray crystallography.

<span class="mw-page-title-main">Thulium acetylacetonate</span> Chemical compound

Thulium acetylacetonate is a coordination compound with the formula Tm(C5H7O2)3. This anhydrous acetylacetonate complex is often discussed but unlikely to exist per se. The 8-coordinated dihydrate Tm(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lanthanide acetylacetonates. The dihydrate has been characterized by X-ray crystallography. Upon attempted dehydration by heating under vacuum, other hydrated lanthanide tris(acetylacetonate) complexes decompose to give oxo-clusters.

<span class="mw-page-title-main">Lanthanum acetylacetonate</span> Chemical compound

Lanthanum acetylacetonate refers to the coordination complex with the formula La(C5H7O2)3. This anhydrous acetylacetonate complex has not been characterized well, but the dihydrate La(C5H7O2)3(H2O)2 has been characterized by X-ray crystallography.

<span class="mw-page-title-main">Lutetium acetylacetonate</span> Chemical compound

Lutetium acetylacetonate is a coordination compound with the chemical formula Lu(C5H7O2)3, or Lu(acac)3 for short. The complex per se is unlikely to exist, but the dihydrate would be expected based on the behavior of other lanthanide tris(acetylacetonate)s. Consistent with this scenario, It forms adducts Lu(acac)3(phen) and Lu(acac)3(dipy) where phen and bipy are 1,10-phenanthroline and 2,2'-bipyridine, respectively.

<span class="mw-page-title-main">Terbium acetylacetonate</span> Chemical compound


Terbium acetylacetonate is a coordination compound with the formula Tb(C5H7O2)3. This anhydrous acetylacetonate complex is often discussed but unlikely to exist per se. The 8-coordinated dihydrate Tb(C5H7O2)3(H2O)2 is a more plausible formula based on the behavior of other lanthanide acetylacetonates. The dihydrate has been characterized by X-ray crystallography. Upon attempted dehydration by heating under vacuum, other hydrated lanthanide tris(acetylacetonate) complexes decompose to give oxo-clusters. The complex can be prepared from terbium salts, acetylacetone, and a base such as ammonia.

References

  1. ↑ Cheng, Shen; Yuguo, Fan; Yutian, Wang; Guofa, Liu; Pinzhe, Lu (1983). Jilin Daxue Ziran Kex.Xue.(Chin.)(Acta Sci.Nat.Univ.Jil.). 4: 103-102.{{cite journal}}: Missing or empty |title= (help)
  2. ↑ Cambridge Crystallographic Data Center, number CCDC 1121251.
  3. ↑ Tamang, Sem Raj; Singh, Arpita; Bedi, Deepika; Bazkiaei, Adineh Rezaei; Warner, Audrey A.; Glogau, Keeley; McDonald, Corey; Unruh, Daniel K.; Findlater, Michael (2020). "Polynuclear Lanthanide–Diketonato Clusters for the Catalytic Hydroboration of Carboxamides and Esters". Nat. Catal. 3 (2): 154–162. doi:10.1038/s41929-019-0405-5. S2CID   209897045.
  4. ↑ Urs, Usha K.; Shalini, K.; Cameron, T. S.; Shivashankar, S. A.; Guru Row, T. N. (2001). "Low-temperature structure of a twinned crystal of tris(2,4-pentanedionato)(1,10-phenanthroline)samarium(III)". Acta Crystallographica Section e Structure Reports Online. 57 (10): m457–m458. Bibcode:2001AcCrE..57M.457U. doi:10.1107/S1600536801014398. S2CID   96226655.
  5. ↑ Dzyubenko, N. G.; Kalenichenko, Yu. V.; Martynenko, L. I. Rare Earth tris(acetylacetonate) Adducts with DMSO(in Russian). Zhurnal Neorganicheskoi Khimii, 1988. 33 (1): 52-58.
  6. ↑ Gopalan Shankar, Suthamalli K. Ramalingam (1984). "Phenylisocyanation and bromination studies on lanthanide ?-diketonates". Transition Metal Chemistry. 9 (12): 449–453. doi:10.1007/BF00620675. ISSN   0340-4285. S2CID   93106389 . Retrieved 2021-09-20.
  7. ↑ Hongwei Gu; Bing Xu; Jiancun Rao; R. K. Zheng; X. X. Zhang; K. K. Fung; Catherine Y. C. Wong (2003-05-15). "Chemical synthesis of narrowly dispersed SmCo5 nanoparticles". Journal of Applied Physics. 93 (10): 7589–7591. Bibcode:2003JAP....93.7589G. doi:10.1063/1.1537697. ISSN   0021-8979. Archived from the original on 2021-09-17. Retrieved 2021-09-20.
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