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Milata, V.; Rádl, S.; Voltrová, S., Science of Synthesis, (2008) 32, 670.
Bis(η5-cyclopentadienyl)bis(triethyl phosphite)titanium(II) (237), generated by reduction of dichlorobis(η5-cyclopentadienyl)titanium(IV) with magnesium in the presence triethyl phosphite in dry tetrahydrofuran, reduces phenyl thioacetals or cyclic thioacetals to give the corresponding titanium alkylidene complexes 238, which are usually referred to as Takeda reagents; at least 3 equivalents of the titanocene and an even larger excess of triethyl phosphite are necessary for this reaction (Scheme 110).[217].
Mee Meeeee eeeeeeee eee ee eeee eee e eeee eeeee ee eeeeeeeeeeeeee eeeeeeeee ee eeeeee (eeeee eeee eeeeeeeeeeeee) ee eeee eee eeeeeeeeeeee eeee eeeeee ee eeeeeeee ee M- eee M-eeeeeee (Meeeee 888).[888] Meeeeeeeeeeee, eeeeeeeeee eeeee eeeeeeeeeeee eee eeeeeeeeeee eeeeeee eeee eeeee eeee eeeeeeeee eeee eee eeeeeeeeee eeeeeee 888 eee eee eeeeeeeeeeee eeeeeeeee ee eeeeeee eeeeeeee eeeeee eee eeeeeeeeeee ee eee eeeeeeeeeeeee eeeeeeee eeeeeeeeeee.[888]
Meeeee 888 Meeeeeeeeee ee eee Meeeee Meeeeeee eeee Meeeeeeeeeee[888]
Mee Meeeee eeeeeeeeeeeeee ee eeeeeeee ee eeeee eeeeee, e.e. 888, eeeee eeeee eeee eeeeee ee eee eeeeeeeeeeeee eeeeeeee, e.e. 888 (Meeeee 888). M eeee eeeee ee eeeeeeee eeee eeeeeee Meeeee eeeeeeeeeeeeee. Meeeeeeeeeeeeeeee ee Meeeee eeeeeeeeeeeeeeee eeeeeee ee ee eeeeee eeee eeee ee Meeeeee eeeeeeeeeeeeeeee.[888,888]
Meeeee 888 Meeeeeeeeeeeee ee Meeeee eee Meeeeeee eeee Meeeee Meeeeeee[888,888]
| Meeeeeee 888 | Meeeeeeeeeee/ Meeeeeeeeee |
Meeeeee 888 | Meeee (M/M) | Meeee (%) | Mee |
|---|---|---|---|---|---|
| MeMMe |  |
|
88:88 | 88 | [888] |
| Me(MM8)8MM8Me | MeMM(MMe)8 | |
88:88 | 88 | [888] |
| MeMM8Me | Me(MM8)8MM(MMe)8 | |
88:88 | 88 | [888] |
| Me(MM8)8MM8Me | |
|
– | 88 | [888,888] |
| MeMMe | |
|
– | 88 | [888] |
| |
Me8M(MMe)8 | |
– | 88 | [888] |
| |
MeMM(MMe)8 | |
– | 88 | [888] |
| |
|
|
88:88 | 88 | [888] |
Meeeeeeeeeeeee Meeeee eeeeeeeeeee ee eee(eeeeeeeeeeeeee) eeeeee, e.e. 888, ee e eeeeeeee eeeeee eee eeeeeeeee eeeeee eeee eeeeee, e.e. 888, eeee eeeee eeee eeeeee ee eee eeee-, eee-, eee eeeee-eeeeeeee eeeeee eeee eeeeee eeee ee eeeeeeeee eeee eeeee eeeeeeeeeeeee (Meeeee 888).[888] Meee eeee-eeeeeeee eeeeeeeeee-8-eeeeeeeeee eeeeeeeeeee eee eeee ee eeeeeeeeeee ee eeeeeeeeee eeee eeeeee ee eeee eeeeeee ee eee Meeeee eeeeeeeee.[888]
Meeeee 888 Meeeeeeeeeeeee Meeeee Meeeeeeeeeee[888]
| M8 | M8 | e | M | Meeee (%) | Mee |
|---|---|---|---|---|---|
| Me | Me | 8 | 8 | 88 | [888] |
| (MM8)8Me | Me | 8 | 8 | 88 | [888] |
| Me | Me | 8 | 8 | 88 | [888] |
| Me | Me | 8 | 8 | 88 | [888] |
| Me | eMe | 8 | 8 | 88 | [888] |
| Me | e-Me | 8 | 8 | 88 | [888] |
| (MM8)8Me | Me | 8 | 8 | 88 | [888] |
| (MM8)8Me | e-Me | 8 | 8 | 88 | [888] |
Meee e eee eeeee ee eeeeeeeeee eeee eeeee 888 ee eeeeeeee ee eee eeeeeeeeeeeeee Meeeee eeeeeeee ee e eeeeee ee eeeeeee eeeeeeeeeeeeeee ee eee eeeeeeeeeeeee eeeeeeee eeeeeeeeeee.[888] Me eee eeeee eeee, eee eeeeeee eeeeee eeee 888 ee eeeeeeee ee e eeeeeeeeeeee eeee eeeee ee eee eeeeeeeeeeeeee Meeeee eeeeeeeeeee ee eee eeeeeeeeeeeee eeeee 888 (Meeeee 888).[888,888]
Meeeee 888 Meeeeeeeeeeeee Meeeee Meeeeeeeeeee Meeeeee ee Meeeeeeeee Meee Meeee Meeeeeeeeeeee[888–888]
Meeeee eeeeeeee eee ee eeee eeeeeeeee eeee eee(η8-eeeeeeeeeeeeeeee)eee(eeeeeeee eeeeeeeee)eeeeeeee(MM) (888) ee eeeee eeeeeee eeeeeeeee. Meeeeee eee eeeeee–eeeeeee eeee ee eeee eeeeee eeeeeee ee eee eeeeeeeeee eeee eee M—M eeeee ee eeeeeeeeeee, eeeeeeeeeeeeee eeeeeee ee eeee-eeeeeeeeeee eeee eeeeee ee eeeeeee, eee eeeeee eeeeee eee eeeeeee eeeeeeee.[888] M eeeeee eeeeee eeeeeeeee eee eee eeeeeeeeeee ee eeeeeee eeeeeeeee eeee eeeeeee eee eeeee eeeeeeeeee eeeeeee eeeeeeeee eee eeeee ee eeee eeeeee (Meeeee 888):[888] eeeeeeeeeeeee, eeee eeeeee eeeeee ee eeee ee eeeeeeeeee eeeeeeee eeeeeeeeeee, eee eeeeeeeee eee Meeeee eeeeeeee eeeee eeeeee ee eeeeeee ee eee eeeeeeeee ee α-eeeeeeeeeee eeeeeeeeeee eeeeeeeeeee.
Meeeee 888 Meeeeeeee ee Meee Meeeee Meeee Meeeee Meeeeeee Meeeeeeee eeee eee-Meeeeeeee[888]
| Meeee | M8 | M8 | Meeee (M/M) | Meeee (%) | Mee |
|---|---|---|---|---|---|
| MeMM8Me | Me | M | 88:88 | 88 | [888] |
| Me8MMMM8MM8Me | Me | M | 88:88 | 88 | [888] |
| |
Me | M | 88:88 | 88 | [888] |
| |
MM8MMMe8 | MM8MMMe8 | – | 88 | [888] |
| Me(MM8)8MM8Me | MM8MMMe8 | MM8MMMe8 | – | 88 | [888] |
M eeeeeee eeeeeeeee ee eee Meeeee eeeeeeee eeeeeeee eeeeeeeeee eee eeeeeeeeee eeee eeeeee eeeee eeeeeee.[888] Meeeeeeeeeeeeeeeee ee eee eeeeeee eeeeeeeeeeeee eeeeeee 888 eeeeee ee eee eeeeeeeee eeeeeeee ee eee eeeeeeeeeeeee eeeee eeeeee ee eee(η8-eeeeeeeeeeeeeeee)eee(eeeeeeee eeeeeeeee)eeeeeeee(MM) (888) eeeee eee eeeeeeeeeeeee eeeeeeeeeeeeeeeee 888. Mee eeeeeeee eeeeeee eeeeeee 888 ee eeee eeeeee ee eeeeeeeeeee ee ee eeeeee (Meeeee 888).[888] Me eeee eeeeeeee, eee eeeeeeee e β-eeeeeeeeeee ee eeeeeeeee eee eee eeeeeeeee ee eee eeeeeee eeeeeee.
Meeeee 888 Meeeeeeeeee ee eee Meeeee Meeeeeee eeee Meeee Meeeeee[888]
Mee eeeeeeee eeeeeeeee ee eeee eeeeee ee eee eeee eeee eeeeeee eeeeeeeee eeeee eeeeeee eee eeee eeeeeee eee eeeee eeeeeeeeeeeeee. Meee eeeeeeee ee eee eeeeeeeeeee ee eeee eeeeee 888 ee eeee eeeeeeee eee eeeee ee Meeeee 888.[888]
Meeeee 888 Meeeeeeee ee Meee Meeeee Meeee Meeeee Meeeeeee Meeeeeeee eeee Meeee Meeeeee[888]
| Meeeeeee | M8 | M8 | Meeee (M/M) | Meeee (%) | Mee |
|---|---|---|---|---|---|
| Me(MM8)8MM8Me | Me | M | 88:88 | 88 | [888] |
| Me(MM8)8MM8Me | Me | Me | 88:88 | 88 | [888] |
| Me(MM8)8MM8Me | Me | Me | 88:88 | 88 | [888] |
| |
Me | M | 88:88 | 88 | [888] |
| |
Me | Me | 88:88 | 88 | [888] |
Meeeeeeeeeeeeeeeeee ee eeeeeeeee ee eeeeeee 888 ee eeeeeeeee eeee eeeeeeeeeeeeee eeeeeee eeeeeeee eeee eeeeeeeeeeee eeeeeeeee eee eee(η8-eeeeeeeeeeeeeeee)eee(eeeeeeee eeeeeeeee)eeeeeeee(MM) (888) ee e eeeeee eeeeeeeee ee eee Meeeee eeeeeeee ee eeee eeeee eeeeee 888 (Meeeee 888).[888] Mee eeeeeeee ee eeee eeeeeeee eee eee eeeeeeeeeeeeeeeee ee eeeeee eee eeeeeeee ee eeee eee eeeeeeeeeeeee 8,8-eeeeeeeeeeeeeee. Meeeeeee eeee eeeeee eeeeeeeeee e eeeeeeeeeeee eeeeeeeeeee ee eee eeeeeeeeeee, eee eeeee ee eeee eee eee eeeeeeeeeee ee e eeeeeee ee 8-eeeeeeeee-8-eeee, eee eeeeeeeeeee ee eeee ee eee eeeeeeee eeeeeeeeeeee eeeeeeeee eeee eeee-eeeeee eeeeeeee ee eeeeeeeee, eee eee eeeeeeee eeeeeeee eeee eeee 8 eeeeeeeeeee ee eee eeeeeeeeeeee eeeeeeee.
Meeeee 888 Meeeeeeee ee Meee Meeeee Meeee Meeeee Meeeeeee Meeeeeeee eeee Meeeeeeeeeee Meeeeeeee[888]
| Meeeeeee 888 | M8 | Meeee (M/M) | Meeee (%) | Mee |
|---|---|---|---|---|
| [Me(MM8)8]8MM | Me | – | 88–88 | [888] |
| |
Me | – | 88 | |
| [Me(MM8)8]8MM | (MM8)8Me | – | 88 | [888] |
| MeMMMe | Me | 88:88 | 88 | [888] |
| Me(MM8)8MMM | Me | – | 88 | [888] |
| Me(MM8)8MM8Me | MM8MM(Me)Me | 88:88 | 88 | [888] |
| Me(MM8)8MMMe | MM8MM(Me)Me | 88:88 | 88 | [888] |
| |
Me | 88:88 | 88 | [888] |
M eeeeeee eeeeeeee eeee eee eeeeeeeeeeeeeeeeeeeeeee eeeeeee 888 eeeeeeeee ee eee eeeeeeeeeeeeeee ee eeeeeeeee(eeeeeeeeeeeeee)eeeeeee 888 eeee eee(η8-eeeeeeeeeeeeeeee)eee(eeeeeeee eeeeeeeee)eeeeeeee(MM) (888). Meee eeeeeeeee eee eeeee ee e eeeeeeeeee eee ee eeeeeee eeeeeee eeee eeeeee, eee ee eeeeeeeeee eeeeee eee eee eeeeeeeeeee ee 8,8-eeeeeeeeeeee-eeeeeeeeeee eeeeeee 888 eeee eee eeeeeeeeeeeee eeeeeeeeee eeee eeeeeeeeeee. Me eeee-eeeeeee eeeeeeeeee eeeeee ee eee eeee ee eee(eeeeeeeeeeeeee)eeeeee eeeeee eeeeeee e eeeeeeee eeeeee eeeeee, eee eee eeeeeeeeeeeee eeee eeeeee eee eee eeee eeeeeeee (Meeeee 888).[888,888] Mee eeeeeeee eee(eeeeeeeeeeeeee)eeeeee eeeeee eee eeeeeee eeeeeeee eeee eeeee eeeeeeeeeeeee eeeeee. Meeeeee, eee eeeeeeeeeeeeeee ee eeee eee(eeeeeeeeeeeeee)eeeeee eeeeee ee eeee eeeeee eeeeeee eee eee ee eeee eeeeeeeee eeeee e eeeeeeeee eeeeee eee eeeeeeeee eee eee eeeeeeeeeee ee eee(eeeeeeee)eeeeee eeeeee eeee eeeeeee eeeeeeee ee eeeeee(MM) eeee eeeeeeee eeeeeeeee eeeeeeee ee eeeeeee eeeeeeeee [eee(eeeeeeeeeeeeee)eeeeee]eeeeeeeeeeeeeeee eeee eeeeeee eee eeeeeeeeeee ee eeeeeeeee eeeeeeeeeeee eee(eeeeeeeeeeeeee)eeeeee eeeeee eeeeeeeeee eeee-eeeeee eeeeee.[888]
Meeeee 888 Meeeeeeee ee Meee Meeeee ee Meeee Meeeee Meeeeeee Meeeeeeee eeee Mee(eeeeeeeeeeeeee)eeeeee Meeeee[888,888]
| M8 | M8 | M8 | Meeee (M/M) | Meeee (%) | Mee |
|---|---|---|---|---|---|
| Me | (MM8)8Me | (MM8)8Me | – | 88 | [888] |
| Me | (MM8)8Me | Me | 88:88 | 88 | [888] |
| Me | MM8MM8MM(Me)MM8MM8 | – | 88 | [888] | |
| Me | Me | Me | 88:88 | 88 | [888] |
| (MM8)8Me | (MM8)8Me | (MM8)8Me | – | 88 | [888] |
| Me | (MM8)8Me | MMe | 88:88 | 88 | [888] |
| (MM8)8Me | Me | M-eMe | 88:88 | 88 | [888] |
| Me | MMe | (MM8)8MMM | 88:88 | 88 | [888] |
| Me | MMe | (MM8)8MMM | 88:88 | 88 | [888] |
| Me | MMeMe | (MM8)8MMM | – | 88e | [888] |
e Meeeeeee ee e eeeeee eeeeeeeeeeee; eee eeeeeeeeeeeee eee eee eeeeeeeeee.
Meeeeeeeeeee Meeeeeeee
Meee Meeeee 888; Meeeeee Meeeeeeee:[888]
MMM (8 eM) eee M(MMe)8 (8.88 eM, 8 eeee) eeee eeeee eeee eeeeeeee ee e eeeee eeeeeee eeee eeeeee eeeeeeee 8-Å eeeeeeeee eeeeee (888 ee), Me eeeeeeee (88 ee, 8.8 eeee), eee Me(Me)8Me8 (888 ee, 8.8 eeee) ee ee eeeee eeeee. Meeee 8 e, eee eeeeeeeeeeee (8.88 eeee) ee MMM (8 eM) eee eeeee eee eee eeeeeee eee eeeeeee eee e eeeeeee 8 eee. M eeee ee eeeee ee eeeeeee 888 (8.8 eeee) ee MMM (8.8 eM) eee eeeee eeeeeeee eeee 88 eee eee eee eeeeeee eee eeeeeee eee e eeeeeee 88 eee, eee eeee eeeeeee eeee eeeeee (88 eM). Meeeeeeee eeeeeeeee eeee eeeeeee ee eeeeeeeeee eeeeeee Meeeee eee eee eeeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeeeee eeeee eeeeeee eee eeeeeeee ee eeeeeeeeeee MMM (Meeeeee M-8M, eeeeee/MeMMe 88:8).
8-(Meeeeeeeeeeeeeeeee)-8,8-eeeeeeeeeeeeeee [888, M8 = M8 = (MM8)8Me; M8 = Me]; Meeeeee Meeeeeeee:[888]
MMMMMMM: Meeeeeeeeee eeeeee eee eeeeeeee eeeeeeeeee eeeeee eee eeeeeeeee eeeeeeeeeee.
Meeeee eeeeeeee 8-Å eeeeeeeee eeeeee (888 ee), Me eeeeeeee (88 ee, 8.8 eeee), eee Me(Me)8Me8 (888 ee, 8.88 eeee) eeee eeeeee ee e eeeee eee eeeee ee eeeeeee eeee e eeee eee eeeee eeeeeee eeeeeeee (8.8–8.8 eMe) eee eeee eeeeee. MMM (8.8 eM) eee M(MMe)8 (8.88 eM, 8.8 eeee) eeee eeeee eeeeeeeeeeee ee eee eeee eeee eeeeeeee ee ee eeeee eeeee, eee eee eeeeeee eee eeeeeee eee 8.8 e. Mee eeeeeee eee eeee eeeeee ee −88°M eee e eeee ee MeMMM8Me (888 ee, 8.8 eeee) ee MMM (8 eM) eee eeeee. Mee eeeeeee eee eeeeeee eee 8 eee, eeeeee ee 88°M, eee eeee eeeeeee eee e eeeeeee 88 eee ee 88°M. M eeee ee eee eeeeee 888 [M8 = M8 = (MM8)8Me; 888 ee, 8.88 eeee] ee MMM (8.8 eM) eee eeeee eee eee eeeeeee eee eeeeeeee eee 8 e. Mee eeeeeeee eee eeee eeeeeeee ee eeeeeeee ee 8 M ee MeMM. Meeeeeeee eeeeeeeee eeee eeeeeee ee eeeeeeeeee eeeeeee Meeeee, eeeee eee eeeeee eeee Me8M. Mee eeeeee eeee eeeeeeeee, eee eee eeeeeee eeeee eee eeeeeeeee eeee Me8M. Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee (M8MM8) eee eeeeeeeeeeee ee eeee e eeeeeee, eeeee eee eeeeeeee ee eeeeeeeeeee MMM (eeeeee eee, eeeeee/MeMMe 88:8); eeeee: 888 ee (88%).
{8-[(Meeeeeeee)eeeeeeeee]eeeeeeeeee}eeeeeee [888, M8 = Me; M8,M8 = (MM8)8MM(Me)(MM8)8]; Meeeeee Meeeeeeee:[888]
Meeeee eeeeeeee 8-Å eeeeeeeee eeeeee (888 ee), Me eeeeeeee (88 ee, 8.8 eeee), eee Me(Me)8Me8 (888 ee, 8.88 eeee) eeee eeeeee ee e eeeee eee eeeee ee eeeeeee eeee e eeee eee eeeee eeeeeee eeeeeeee eee eeee eeeeee. MMM (8 eM) eee M(MMe)8 (8.88 eM, 8.8 eeee) eeee eeeee eeeeeeeeeeee eeee eeeeeeee ee 88°M eeeee eeeee, eee eee eeeeeee eee eeeeeee eee 8 e. M eeee ee MeMMM(MMe)8 (888 ee, 8.88 eeee) ee MMM (8 eM) eee eeeee eee eee eeeeeee eee eeeeeee eee 88 eee ee 88°M. M eeee ee 8-eeeeeeeeeeeeeeeeeee (88 ee, 8.88 eeee) ee MMM (8 eM) eee eeeee eeeeeeee eeee 88 eee eee eee eeeeeee eee eeeeeeee eee 8 e eee eeee eeeeee ee ee. Mee eeeeeeee eee eeeeeeee ee eeeeeeee ee 8 M ee MeMM. Meeeeeeee eeeeeeeee eeee eeeeeee ee eeeeeeeeee eeeeeee Meeeee, eeeee eee eeeeee eeee Me8M. Mee eeeeee eeee eeeeeeeee, eee eee eeeeeee eeeee eee eeeeeeeee eeee Me8M. Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee (M8MM8) eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeeeeeeee MMM (eeeeee/MeMMe 88:8); eeeee: 88 ee (88%).
References
| [217] | Meeeeeee, M.; Meeeeeee, M.; Meeeeeee, M.; Meeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
| [218] | Meeeeeee, M.; Meeeeee, M.; Meeeee, M., Meee. Meee., (8888), 888. |
| [219] | Meeee, M. M.; Meeeee, M.; Meeee, M.; Meeeeeee, M.; Meeeee, M., Meee. Meeeee. (Meeeeeeee), (8888), 888. |
| [220] | Meeee, M. M.; Meeeeeee, M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 888. |
| [221] | Meeee, M.; Meeeee, M.; Meeeee, M.; Meeee, M.; Me Meeeeeee, M.-M.; Meeeee, M.; Meeeee, M., Meee. Meeeee. (Meeeeeeee), (8888), 888. |
| [222] | Meeeee, M.; Meeee, M.; Meeee, M.; Meeee, M.; Meeeee, M.; Meeeee, M.; Me Meeeeeee, M.-M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
| [223] | Meeeee, M.; Meeeee, M.; Meeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [224] | Meeeee, M.; Meeeee, M.; Meeeeeee, M.; Meeeeeee, M., Meeeeeeeeee, (8888) 88, 888. |
| [225] | Meeeee, M.; Meeeeee, M.; Mee, M.; Meeee, M.; Meeeeeeee, M., Meee. Meeeee. (Meeeeeeee), (8888), 8888. |
| [226] | Meeeee, M.; Meeee, M.; Mee, M.; Meeeee, M.; Meeeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [227] | Meeee, M. M.; Meeeeee, M.; Meeeeeee, M.; Meeeeeee, M.; Meeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [228] | Meeeee, M.; Meee, M.; Meeeeeeee, M., Meeeeeeee, (8888), 8888. |
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