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Preparation of Metal BIS(Diselenolene) Compounds

IP.com Disclosure Number: IPCOM000089818D
Original Publication Date: 1977-Dec-01
Included in the Prior Art Database: 2005-Mar-05
Document File: 2 page(s) / 41K

Publishing Venue

IBM

Related People

Engler, EM: AUTHOR [+3]

Abstract

A new class of metal bis(diselenolene) compounds (I) is described. They are the selenium analogs of the interesting and useful metal bis dithlenes)(lII:. (Image Omitted)

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Preparation of Metal BIS(Diselenolene) Compounds

A new class of metal bis(diselenolene) compounds (I) is described. They are the selenium analogs of the interesting and useful metal bis dithlenes)(lII:.

(Image Omitted)

Nickel dithiolene derivatives (II, M=NI) are useful as Q-switch compounds [1]. Some of these nickel dithiolene derivatives have an intense, broad electronic absorption, around 900 nm - the output frequency of the Ga-As laser.

A general synthetic route for the preparation of the selenium analogs of metal bis(dithiolenes) is described. Scheme 1 illustrates the general synthetic procedure:

A wide variety of diselenole (X=Se) and thiaselenole (X=S) derivatives, where R can be hydrogen, alkyl, phenyl, or electron withdrawing substituents (e.g., CO(2) Me, CN, CF(3), etc.), can be employed. Conversion to product V from compound III proceeds in nearly quantitative yield. A wide variety of transition metal salts, ML(n), may be used where M is generally Ni, Pd, Pt, Cr, Co, Re, Fe, V, Mo, W. A specific example of the general reaction outlined in Scheme 1 is given below.

Dimethyl-1,3-diselenole-2-thione (VI), prepared as described in the literature
[2], is treated with two mole equivalents of mercuric acetate in 3:1 acetic acid - chloroform for two hours to give dimethyl-1, 3-diselenole-2-one (VIII) in yields of greater than 90% (m.p. 42-44 degrees C, ir (CHCl(3)): C=0 at 1680 cm/-1/). Compound VII is then reacted with two equivalents of sodium methoxide in methanol, and subsequently treated with nickel acetate and...