Title: Woollins' Reagent
CAS Registry Number: 122039-27-4
CAS Name: 2,4-Diphenyl-1,3,2,4-diselenadiphosphetane 2,4-diselenide
Molecular Formula: C12H10P2Se4
Molecular Weight: 532.00
Percent Composition: C 27.09%, H 1.89%, P 11.64%, Se 59.37%
Line Formula: [PhP(Se)(m-Se)]2
Literature References: Selenium analog of Lawesson's reagent, q.v. Prepn: J. C. Fitzmaurice et al., J. Chem. Soc. Chem. Commun. 1988, 741; P. T. Wood, J. D. Woollins, ibid. 1190; M. J. Pilkington et al., Heteroatom Chem. 1, 351 (1990). Synthesis and characterization by 31P and 77Se NMR: G. Grossmann et al., Z. Anorg. Allg. Chem. 627, 1269 (2001). Improved synthesis: I. P. Gray et al., Chem. Eur. J. 11, 6221 (2005). X-ray crystal structure: P. Bhattacharyya et al., J. Chem. Soc. Dalton Trans. 2001, 300. Synthetic applications: I. Baxter et al., Chem. Commun. 1997, 2049; P. Bhattacharyya, J. D. Woollins, Tetrahedron Lett. 42, 5949 (2001); idem et al., Chem. Eur. J. 8, 2705 (2002); J. Bethke et al., Tetrahedron Lett. 44, 6911 (2003).
Properties: Red crystals from toluene, mp 192-204°.
Melting point: mp 192-204°
Use: Selenium transfer reagent. |