Table 1 Comparison of data for sodium-catalysed conversion of 1,1-diphenylethylene to 1,1-diphenylethane

Entry	Catalyst	Equivalents of Me₆TREN	Solvent	T [^oC]	Time [h]	Conversion [%]	Yield [%]
1	NaDH(DMAP)	0	C₆D₆	70	24	99	99
2	NaDH(DMAP)	1	C₆D₆	70	0.5	99	93
3	NaDH(DMAP)	0	THF-d₈	70	0.5	99	98
4	NaDH(DMAP)	1	THF-d₈	70	1	99	89
5	LiDH(DMAP)	0	C₆D₆	70	24	30	24
6	LiDH(DMAP)	1	C₆D₆	70	24	80	31
7	LiDH(DMAP)	0	THF-d₈	70	6	99	68
8	LiDH(DMAP)	1	THF-d₈	70	3	99	44
9	NaH	1	C₆D₆	70	24	0	0
10	NaH	1	THF-d₈	70	24	0	0
11	NaHMDS	1	C₆D₆	70	5	95	79
12	NaHMDS	1	THF-d₈	70	24	85	80
13	NaTMP	1	C₆D₆	70	2.5	99	95
14	NaTMP	1	THF-d₈	70	24	99	57
15	nBuNa	1	C₆D₆	70	3	99	96
16	nBuNa	1	THF-d₈	70	3	99	50
17	NaDHP	0	C₆D₆	70	24	50	29
18	NaDHP	1	C₆D₆	70	3	99	99
19	NaDHP	0	THF-d₈	70	3	99	80
20	NaDHP	1	THF-d₈	70	3	99	81

Reactions all carried out with 10 mol% catalyst loading using 0.3 mmole scale reaction in 0.5 mL using 1.5 equivalents of 1,4-CHD. Conversions were calculated by depletion of 1,1-diphenylethylene (integration versus SiMe₄ standard) while yields were calculated on generation of 1,1-diphenylethane (also integration versus SiMe₄ standard).

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