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*trans*-Dichlorodiammineplatinum(II)
Names
	IUPAC name (SP-4-1)-diamminedichloridoplatinum(II)
	Other names Reiset's second chloride, transplatin
Identifiers
CAS Number	14913-33-8 ;
3D model (JSmol)	ionic form: Interactive image; coordination form: Interactive image;
ECHA InfoCard	100.035.422
PubChem CID	5702198;
UNII	BW0OY6ZTD4 ;
	InChI InChI=1S/2ClH.2H3N.Pt/h21H;21H3;/q;;;;+2/p-2 Key: LXZZYRPGZAFOLE-UHFFFAOYSA-L;
	SMILES ionic form: N.N.[Pt+2].[Cl-].[Cl-]; coordination form: Cl[Pt-2](Cl)([NH3+])[NH3+];
Properties
Chemical formula	Cl2H6N2Pt
Molar mass	300.05 g·mol−1
Appearance	yellow solid
Solubility in water	low
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

trans-Dichlorodiammineplatinum(II) is the trans isomer of the coordination complex with the formula trans-PtCl₂(NH₃)₂, sometimes called transplatin.^[1] It is a yellow solid with low solubility in water but good solubility in DMF. The existence of two isomers of PtCl₂(NH₃)₂ led Alfred Werner to propose square planar molecular geometry.^[2] It belongs to the molecular symmetry point group D_2h.

Preparation and reactions

The complex is prepared by treating [Pt(NH₃)₄]Cl₂ with hydrochloric acid.^[2]

Many of the reactions of this complex can be explained by the trans effect. It slowly hydrolyzes in aqueous solution to give the mixed aquo complex trans-[PtCl(H₂O)(NH₃)₂]Cl. Similarly it reacts with thiourea (tu) to give colorless trans-[Pt(tu)₂(NH₃)₂]Cl₂. In contrast, the cis isomer gives [Pt(tu)₄]Cl₂. Oxidative addition of chlorine gives trans-PtCl₄(NH₃)₂.

Medicinal chemistry

trans-Dichlorodiammineplatinum(II) has had far less impact on medicinal chemistry compared to its cis isomer, cisplatin, which is a major anticancer drug. Nonetheless, replacement of the ammonia with other ligands has led to highly active drugs that have attracted much attention.^[3]

References

^ Nakata, B; Yamagata, S; Kanehara, I; Shirasaka, T; Hirakawa, K (25 June 2006). "Transplatin, a cisplatin trans-isomer, may enhance the anticancer effect of 5-fluorouracil". Journal of Experimental & Clinical Cancer Research. 25 (2): 195–200. PMID 16918130.
^ ^a ^b Kauffman, George B; Cowan, Dwaine O; Slusarczuk, George; Kirschner, Stanley (1963). "cis - and trans -Dichlorodiammineplatinum(II)". Inorganic Syntheses. Vol. VII. pp. 239–245. doi:10.1002/9780470132388.ch63. ISBN 978-0-470-13238-8.
^ Aris, S. M; Farrell, N. P (2009). "Towards Antitumor Active trans-Platinum Compounds". European Journal of Inorganic Chemistry. 2009 (10): 1293–1302. doi:10.1002/ejic.200801118. PMC 2821104. PMID 20161688.