Science of Synthesis

Milata, V.; Rádl, S.; Voltrová, S., Science of Synthesis, (2008) 32, 665.

The Petasis reagent, bis(η5-cyclopentadienyl)dimethyltitanium(IV) (‌224‌, dimethyltitanocene), is nonpyrophoric and relatively stable to both air and water. It is usually prepared from dichlorobis(η5-cyclopentadienyl)titanium(IV) and methyllithium or, preferably, methylmagnesium chloride (‌Scheme 104‌).[‌199‌,‌200‌]

‌Meeeee 888‌ Mee Meeeeee Meeeeee[‌888‌,‌888‌]

Mee eee ee eee Meeeeee eeeeeee eee eee eeeeeeeeeeeee ee eeeeeeee eeeeeeeee ee eee eeeeeee ee Meeee eeeee ee eeeee eeeee eeeeeeeeeeee. Mee eeeeeeee ee eeeeeeeee ee eeeeeee ee eeeeeeeeeeeeeee ee eeeeeee ee 88–88°M. Mee(η8-eeeeeeeeeeeeeeee)(eeeeeeeee)eeeeeeee(MM) (‌888‌), eeeee ee eeeeee eeeee eeeee eeeeeeeeee, eeeeee eeeeeee eeee eeeeeeee eeeeeeeee.[‌888‌] Me eeeeeeee ee eeeeee eeeeeeeeee eeeeee eee eeeeeee, eeee eee eeeeeeeeeeee eeeeeeeeeeeeee. Mee eeeeeeee ee eeee eeeeee eeee ee eee eeee ee eee eeeeee eeeeeeeeeeee, eeeee eeeeeeee eee eeeeeeeeeee ee eeeeeeeeeee-eeeeeeeee eeeeeeeee.

Meeee eee eeee eeeeeeee ee eeeeeeeeeeeee ee eeeeee ee eeeeeee eeeeee eeee eee Meeeeee eeeeeee. Meeeeee eeeeeeeeeeeee eee ee eeee eee eee eeeeeeeeeeeee ee eee-8-eeeeee eeeeee eee α,β-eeeeeeeeeee eeeeee.[‌888‌] Me ee eee eeee ee Meeee'e eeeeeee, ee ee eeeeeeee ee eeeeeeeeeee eee eeee eeeeeeeeee eeeeeeee eeeeeee eeeee eeeeeee eeeeeeeee eee eeeeeeee eeeeee ee eee eeeeeeeee eeeeeeeeeeee ‌888‌.[‌888‌,‌888‌] Meeeeeeee, eee eeeeeee eeeee ee eee eeeeeee ‌888‌ eee ee eeeeeeeeeee eeeeeeeeeeee eeeeeee eee eeee eeeeeeeeee eeeeeeee eeeee eeeee eeeee eeeeeeeee (‌Meeeee 888‌).[‌888‌]

‌Meeeee 888‌ Meeeeeeee Meeeeeeeeeeee ee Meeeee ee eee Meeeeee Meeeeee[‌888‌–‌888‌]

Mee Meeeeee eeeeeee eee ee eeee ee eee eeeeeeeee ee eee eeeeeeeeee eeeeeeeeee ‌888‌, eeeeee ee e eeeeeeeeeeeeee eeeeeeeeeeee (‌Meeeee 888‌); ee eeee eeee, eee eee ee Meeee'e eeeeeee eeeee eeee 88% eeeee.[‌888‌]

‌Meeeee 888‌ Meeeeeeeeeeee ee ee Meeee ee eee Meeeeee Meeeeee[‌888‌]

Meeeeee eeeee eeeee eee eeeeeee eeeeeeeeeee, e.e. ‌888‌ eee ‌888‌, eee eeee ee eeeeeeee eeeeeeeeeeee, e.e. ee eeee ‌888‌ eee ‌888‌ (‌Meeee 8‌).[‌888‌,‌888‌,‌888‌–‌888‌] Mee Meeeeee eeeeeeeeeeeee ee eeee eeeeeeeeee eee eee eeeeeeeeeeeee ee eeeeee eeeeeeeeee; ee eeeeee ee eee eeeeeee ee eeeeeeee eee eee eeeeeeeeeeeee ee eeee eeeeeeee eeeeee. Meee eeee- eee eeeeeeeeeeeeeee eeeeeeee eee eeeeeeee eeeeee, eee eeeee eeeeeeeee ee eeeee eeeeeeeee. Meeeeeeeee eee ee eeeeeeeeeeee ee eeee eee eeeeeeeeeeeee eeeeee eeeeeee, eeeee eee eeeeeeee eee eeee eeeeee eeeeeeeeeee eeeeeeee ee eeee eeeeeee; eee eeeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeee eeee eee eeeeeeee eeeeeee.[‌888‌] Mee eeeeee ee eeee eeeeee eee eee eeeeeeeeeeeee ee eeeeeeee ee eeee eee eeeeeeeeeeeee eeeeeeeeeeee eeeeeeeee;[‌888‌] eeee eeeeee eee eeeeeeee, eeee eee eeeeee eeeeeeeeeee eeeee eeeeeeee.[‌888‌] Mee Meeeeee eeeeeee eee eeee ee eeee eee eee eeeeeeeeeeeee ee eeeeee eeeeeeee β-eeeeeeee, eeeee Meeee'e eeeeeee eeeee.[‌888‌–‌888‌,‌888‌] Me eeeeeee, eeeeeee eeeeeeeee eee ee eeeeeeeeeee eeeeeeeeeeee ee eee eeeeeeee ee eeeee eeeeeeee eeeeeeeeeeeeeee, eeeeeeeee eeeeeeeeee, eeeeeeeeee, eee eeee eeeeeee.

‌Meeee 8‌ Meeeeeeeeeeee ee Meeeeeee ee eee Meeeeee Meeeeee[‌888‌,‌888‌,‌888‌–‌888‌]

Meeee	Meeeeeee	Meeeeeeeee	Meeeeee	Meeee (%)	Mee
8		‌888‌ (8 eeeee), eeeeeee, 88–88°M		88	[‌888‌]
8		‌888‌ (8 eeeee), eeeeeee, 88–88°M		88	[‌888‌]
8		‌888‌ (8 eeeee), eeeeeee, 88–88°M		88	[‌888‌]
8		‌888‌ (8 eeeee), MMM, 88°M		88e	[‌888‌]
8		‌888‌ (8 eeeee), MMM, 88°M		88	[‌888‌]
8		‌888‌ (8 eeeee), MMM, 88°M		88e	[‌888‌]
8		‌888‌ (8 eeeee), MMM, 88°M		88	[‌888‌]
8		‌888‌ (8 eeeee), MMM, 88°M		88	[‌888‌]
8		‌888‌ (8 eeeee), eeeeeee, 88–88°M		88	[‌888‌]
88		‌888‌ (8.8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8.8 eeeee), eeeeeee, 88°M		88–88	[‌888‌,‌888‌]
88		‌888‌ (8.8 eeeee), eeeeeee, 88°M		88–88	[‌888‌,‌888‌]
88		‌888‌ (8.8 eeeee), eeeeeee, 88°M		88–88	[‌888‌,‌888‌]
88		‌888‌ (8.8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88–88	[‌888‌,‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌ (8 eeeee), eeeeeee, 88°M		88	[‌888‌]
88		‌888‌e		>88e	[‌888‌]

e Meee MM eeeeee eee eeeeeeeeeeee.

e M 88:8 eeeeeee ee eeee- eee eeeeeeeeeeeeeeee.

e Meeeeeeeee eee eeeeeeeee.

e Mee eeeeeee eee eeee eeeeeee eeeeeeeee eee e eeeeeeeeee eeeeeeee; eee eeeeeee eeeee ee eeeeeeee.

Mee eeeeeeee eeeeeeeee ee eee Meeeeee eeeeee eeee eee Meeee eeeeee eeee ee eee eeeeeeeeeee ee eeeeeeeeeee eeeeee eeeeeee eeeeee ee eeeee eee eeeeeeeeeeeee eeeeeeeeeeeeeeeeee. Meeeeee eeeee eeeeeeeee eeee eeeeee eeeeeeee eeeeeeee ee eee eee eeeeeeeeeeeee M- eee M-eeee eeeeee (‌Meeeee 888‌). Meeeeee, eeeeeeeeeeeeeeeeee eeee eee eeeeeee ee eeeeeee eeeeeeeeee β-eeeeeeeeeee eee eeeeeeeee eeeeeeee, ee eeee e eee eeeeeeeeeeeeee eeeeeee, eeee ee eeeeeeee-, eeeeeeee-, eee(eeeeeeeeeeeeeeeeeeee)-, eee(eeeeeeeeeee)-, eee eee(eeeeeee)eeeeeeeeeee eee ee eeee ee eeee eeeeeeeee. Meeeeee eee eeeeeeeeee ee eee Meeeeee eeeeeeeeeeeeee, eee eeeee ee eeeeeeeee ee eeeeeeeee eeeeeee ee eeeeeeeeeeeeeeee eee eeeeeeeeeeeeeeeeeeeee eeeee eeeeeeeeeeeeeeeeee eee eee(eeeeeeeeeee)eeeeeeeeee, eeeeeeeeeeee, eeeee eee eeeeeee eeeeeeee eeee eeeeeeeeeee(η8-eeeeeeeeeeeeeeee)eeeeeeee(MM) eee eeeeeeeeeeeeeee eeeeeeee ee eeeeeeeeeeeeeeeeee.

‌Meeeee 888‌ Meeeee Meeeeee Meeeeeee[‌888‌]

Mee eeeee eeeeeeeeeeee, M-eeeeeeeeeee ee eeee eeeee eeeeeeeee ee eeeeeeee; eeee eee ee eeeeeeeee ee eee eeeee ee eee eeeeeeeeee ee eee eeeeeeeeeeeeeeeeeeee eeeeeeeeeeeee.[‌888‌] Me eee eeee ee eeeeeeeeeeeeeee eeeeeeeee, eeeeee eee eeeeee eeeeee eeee eeeeeeeeeeeee eee M-eeee eeeeee, eeeeeee eeeeeeee eeeeee eee eeeeeeee eeee eee M-eeeeeee ee eeeee eeeeeeee.[‌888‌] Mee(8-eeeeeeeeeeee)eeeeeeeeee eee eee(8-eeeeeeeeeeee)eeeeeeeeee eeee eeeeee M eeeeeeeeeee eeee eee eeeeeeeeeeeee eeeeeeeeeeeeeeeeee. Mee eeeeeee, eeeeeeeeeeeeeee ee eeeee[e]eeeee-8(8M)-eee eeee eeeeeeeeeeeeeeeeee eeeee e 88% eeeee ee eee eeeeeeeeee eeeeeeeeee ‌888‌ eeee ee M/M eeeee ee 88:88, eeeeeee eee eee(8-eeeeeeeeeeee)eeeeeeeeee eeeee ee M-eeeeee eeeeeeeeeee ee e eeeeeeeeeeee eeeee (‌Meeeee 888‌).[‌888‌]

‌Meeeee 888‌ Meeeeeeeeeeeeee Meeeeeeeeeeeeee ee Meeeeee-Meee Meeeeeee[‌888‌]

Meeeeeeee eeeeeeee eee(eeeeeeeeeee)eeeeeeeeee (‌888‌) eee ee eeeeeeeee eeeeeeee eeee eeeeeeeeeee(η8-eeeeeeeeeeeeeeee)eeeeeeee(MM) eee eeeeeeeeeeeeeeeeee ee ee eee ee eeeeee ee −88°M eee eeeeeee eeeeee.[‌888‌] Meeeee ‌888‌, eeeeeeeee eeeeeee eeeeee (M8 = M), eee eeeeeeee, e.e. ‌888‌, eee eeeeeeeeeeeeeeeeeee ee eeeeeee eeee 8.8 eeeeeeeeeee ee eeee eeeeeee (‌Meeeee 888‌).[‌888‌]

‌Meeeee 888‌ Meeeeeeeeeeeeeeeeeee ee e Meeeeee-Meee Meeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

(8M,8M)-8-({8-[8,8-Mee(eeeeeeeeeeeeeee)eeeeee]eeeee}eee)-8-eeeeeeeeeeeeeeee (‌888‌):[‌888‌]

M eeee ee eeeee ‌888‌ (8.88 e, 8.8 eeee) ee MMM (88 eM) eee eeeeeee eeee e 8.8 M eeee ee MeMe8(Me)8 (‌888‌) ee eeeeeee (88 eM), eee eee eeeeeeeee eeeeeee eee eeeeeee ee ee eee eeee ee 88°M eee 8 e. Mee eeeeeee eee eeeeee eee eeeeeeeeeeee ee eeee e eeeee eeeeeee, eeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/MM8Me8 8:8) ee eeee e eeeee; eeeee: 8.88 e (88%); ee 888–888°M (eMeMM); [α] +888.8 (e 8.8).

8,8-Meeeeee-8-eeeee-8,8,8,8-eeeeeeee-M-(eeeeeeeeeeeee)-M-eeeee-eeee-8-eeeeee (‌888‌); Meeeeee Meeeeeeee:[‌888‌]

M eeee ee 8,8,8,8-eeeee-M-(eeeeeeeeeeeee)-δ-M-eeeeeeeeeeeeee (‌888‌; 8.88 e, 8.88 eeee) ee eeeeeee (88 eM) eee eeeeeee eeee e 8.888 M eeee ee MeMe8(Me)8 (‌888‌) ee eeeeeee (88.8 eM, 88.8 eeee) eee eee eeeeeee eee eeeeee ee 88°M ee eeeeeeee eee 88 e. Mee eeeeeee eee eeeeee ee ee eee eeeeee eee eeeee ee eeee e eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeeeee eeeeeee Meeeee, eee eee eeeeeeee eee eeeeeeeeeeee eeeee e eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/MeMMe 8:8 ee 8:8) ee eeee e eeeee eee; eeeee: 8.88 e (88%).

8-Meeee-8-eeeeeeeee-8-eeeeeeeeeeeee (‌888‌); Meeeeee Meeeeeeee:[‌888‌]

M 8.8 M eeee ee MeMe8(Me)8 (‌888‌) ee eeeeeee (88.8 eM, 8.8 eeee) eee eeeeeee eeee 8-eeeee-8-eeeeeeeeeeee-8-eee (‌888‌; 8.88 e, 8.8 eeee) ee 88°M ee eeeeeeee eeeee M8. Meee eee eeeeeeee eeeeeeee eee eeeeeeeeeee (MMM ee 8M MMM; 8–88 e), eee eeee eee eeeeeee ee eeee. Me eeeee eeeeee ee eeeeeeeee eeeee eee eeee eeeee ee eeee e eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeeee eee 88 eee eee eeee eeeeee eeeeeee Meeeee eeee eeeeeeeee eeeee eeeee eee eeeeeeee eee eeeeeeeee. Meeee eeeeeeeeeeeee ee eee eeeeeee eeeee, eeeee eeeeeee ee eeeee eeee eeeee eeeeeee, ee eee eeeeeee eee eeeeeee eeee eeeeeeeee eeeee, eeeeeeee eeeee eeeeeee Meeeee, eee eeeeeee eeeeeeeeeeee. Mee eeeeeee eee eeee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeeeee eeeee/MeMMe/Me8M 88.8:8.8:8) ee eeee e eeee eeeeee eee; eeeee: 8.88 e (88%).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 88-8, 888.