A New Preparation of Perdeuterated Ferrocene

Efficient synthesis of deuterium-labelled ferrocenes

“…In the preceding study 11 the deuteration was conducted in a sealed thickwalled glass tube, but experience has shown that the reaction can be successfully carried out in a two-necked flask under an atmosphere of nitrogen. In the present paper we address this technique by conducting several acid-catalysed deuterium exchange reactions of ferrocenes under homogenous conditions (Scheme 1).…”

“…Base-catalysed 10 exchange with Ca(OD) 2 at elevated temperature led to high ferrocene loss and poor yields. A recent study 11 in our laboratory reported on an apparently promising acid-catalysed deuterium exchange of ferrocene with D 2 O-trifluoroacetic anhydride (TFAA) at moderate temperature to obtain the perdeuterated compound 2 after four exchanges with a yield of 90% per exchange. We now report here the result of an improved and efficient synthetic strategy based on the acid-catalysed deuterium exchange of ferrocene, which allows for near complete exchange in only two cycles.…”

“…6,7 It has been found that in complexes with other mobile molecules, ferrocene shows interesting mobility properties. 8 Hence the use of perdeuterated ferrocene 2 (ferrocene-d 10 , Figure 1) and comparing with the parent ferrocene 1 (ferrocene-h 10 ) can help to separate various contributions to molecular interactions and therefore, more clearly explain properties of materials.…”

Solid state 13C and 1H MAS NMR investigations of C60(ferrocene‒d10)2 complex

“…Statistically, the molecule investigated is composed of: 57% ferrocene-d 10 , 36% ferrocene-d 9 and 7% ferrocene-d 8 . Other isotopomers are present in negligible amounts [9].…”

“…The C 60 (ferrocene-d 10 ) 2 complex [7] was prepared from C 60 (99.99%) [8] and ferrocene-d 10 [9] according to the procedure described elsewhere [2]. As a result, 95% of protons has been exchanged with deuterium in ferrocene-d 10 .…”