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s-Block-Metal-Mediated Manganation Reactions

Organomanganese Compounds (2011)

  1. Richard A. Layfield

Published Online: 15 SEP 2010

DOI: 10.1002/9780470682531.pat0537

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Layfield, R. A. 2010. s-Block-Metal-Mediated Manganation Reactions. Patai's Chemistry of Functional Groups. .

Author Information

  1. The University of Manchester, School of Chemistry, Manchester, UK

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

This chapter summarizes the recent advances that have been made in the synthetic applications of mixed-metal organometallic reagents in which manganese(II) is combined with an s-block metal. The chapter concentrates primarily on metallation reactions in which organic acids are readily deprotonated in a selective manner by s-block metal manganates, and takes a combined organic-inorganic approach to the area by examining a range of important reactions. Specific attention is devoted to the electrophilic quenching reactions of manganese(II)-containing enolates and arenes that cannot otherwise be generated using existing reagents, or whose quenching reactions lead to the formation of products with poor selectivity. Also considered are the crystal structures of a family of well-defined s-block metal manganates in which the metal centres reside in low-coordinate environments, and how these structures can be used to rationalize their highly potent yet selective reactivity. The key insight that can be gleaned into this reactivity and selectivity through the use of X-ray crystallography is described in detail.

Keywords:

  • Manganation;
  • s-block metals;
  • hard organometallics;
  • synergic reactivity;
  • structural studies

Featured Compounds

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  1. 1 - 57
Compound 1
Molecular Weight:286.119
Molecular Formula:C12H7MnO5
InChIKey:ZNAXZSBNPQVULV-UHFFFAOYSA-N
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Compound 2
Molecular Weight:519.3666
Molecular Formula:C28H19MnNO4P
InChIKey:BAVONKSIEZILKN-UHFFFAOYSA-N
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Compound 3
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4
Molecular Weight:275.0964
Molecular Formula:C10H6MnNO5
InChIKey:HYXHQYFIKRBAFT-UHFFFAOYSA-N
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Compound 5
Molecular Weight:286.119
Molecular Formula:C12H7MnO5
InChIKey:WYPGYDYSDZJTLT-UHFFFAOYSA-N
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 8
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 9
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 6
Molecular Weight:210.632
Molecular Formula:Cl4Li2Mn
InChIKey:VJOUQNFWQPCDPE-UHFFFAOYSA-J
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Compound 10
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 11
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 13
Molecular Weight:274.4409
Molecular Formula:C19H30O
InChIKey:STICVTMIBIKQIS-UHFFFAOYSA-N
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Compound 12
Molecular Weight:184.3184
Molecular Formula:C12H24O
InChIKey:JLTHSCDXCKBHCZ-UHFFFAOYSA-N
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Compound 14
Molecular Weight:112.1696
Molecular Formula:C7H12O
InChIKey:LFSAPCRASZRSKS-UHFFFAOYSA-N
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Compound 15
Molecular Weight:202.2921
Molecular Formula:C14H18O
InChIKey:RADVUEMOCLDJMY-UHFFFAOYSA-N
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Compound 16
Molecular Weight:184.3507
Molecular Formula:C10H20OSi
InChIKey:FCNOWHQIHFADKQ-UHFFFAOYSA-N
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Compound 17
Molecular Weight:202.2921
Molecular Formula:C14H18O
InChIKey:JHMRHFGOPQLVBP-UHFFFAOYSA-N
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Compound 18a
Molecular Weight:233.222
Molecular Formula:C12H27LiMn
InChIKey:ROQBNKHPHUBERR-UHFFFAOYSA-N
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Compound 18b
Molecular Weight:485.7
Molecular Formula:C30H63LiMn
InChIKey:FZKPJUHBUGFGST-UHFFFAOYSA-N
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Compound 19
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 18
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 20
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 21
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 22
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 24
Molecular Weight:695.428
Molecular Formula:C18H36Cl8Li4Mg2MnN2
InChIKey:FQDBWOIQSMLTID-UHFFFAOYSA-F
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Compound 23
Molecular Weight:242.398
Molecular Formula:C9H18Cl2LiMgN
InChIKey:JHBZAAACZVPPRQ-UHFFFAOYSA-L
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Compound 25
Molecular Weight:146.146
Molecular Formula:C8H6N2O
InChIKey:ZEOMRHKTIYBETG-UHFFFAOYSA-N
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Compound 26
Molecular Weight:252.268
Molecular Formula:C15H12N2O2
InChIKey:NFYOQVZFQFMVSJ-UHFFFAOYSA-N
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Compound 27
Molecular Weight:215.044
Molecular Formula:C8H7BrO2
InChIKey:CZNGTXVOZOWWKM-UHFFFAOYSA-N
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Compound 30
Molecular Weight:306.716
Molecular Formula:C16H12ClFO3
InChIKey:VNNSTUGCVDFFFY-UHFFFAOYSA-N
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Compound 33
Molecular Weight:293.966
Molecular Formula:C6H2Br2N2S
InChIKey:FEOWHLLJXAECMU-UHFFFAOYSA-N
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Compound 28
Molecular Weight:483.01
Molecular Formula:C16H12Br2MnO4
InChIKey:CDDPOSNKBSTOEV-UHFFFAOYSA-N
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Compound 29
Molecular Weight:325.178
Molecular Formula:C13H9BrO3S
InChIKey:KNLQUZKIQRCWGG-UHFFFAOYSA-N
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Compound 31
Molecular Weight:666.354
Molecular Formula:C32H22Cl2F2MnO6
InChIKey:BRJYHIYXNYXMMP-UHFFFAOYSA-N
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Compound 32
Molecular Weight:386.844
Molecular Formula:C22H20ClFO3
InChIKey:QYFNDJNWZOYAHO-UHFFFAOYSA-N
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Compound 34
Molecular Weight:398.073
Molecular Formula:C13H6Br2N2OS
InChIKey:OYNLRGWTGAJDBO-UHFFFAOYSA-N
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Compound 35
Molecular Weight:572.5006
Molecular Formula:C36H30Mn2
InChIKey:OMTHPUIOJIGUNG-UHFFFAOYSA-N
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Compound 36
Molecular Weight:412.4895
Molecular Formula:C27H33Mn
InChIKey:ADYBYHGSCZEGDS-UHFFFAOYSA-N
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Compound 37
Molecular Weight:1066.2513
Molecular Formula:C60H63K3Mn3
InChIKey:YSQZTUVKJMNBOF-UHFFFAOYSA-N
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Compound 38
Molecular Weight:957.375
Molecular Formula:C54H78MgMn2O6
InChIKey:IYKBKFFNDFZXPE-UHFFFAOYSA-N
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Compound 39
Molecular Weight:492.761
Molecular Formula:C23H56LiMnN3Si2
InChIKey:UVDPHOXOPXGCQB-UHFFFAOYSA-N
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Compound 40
Molecular Weight:561.8399
Molecular Formula:C28H63MnN4NaSi
InChIKey:UEXAVQGLYNFVRX-UHFFFAOYSA-N
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Compound 41
Molecular Weight:551.7282
Molecular Formula:C30H57MnN4Na
InChIKey:HMWHARCOXYDPDZ-UHFFFAOYSA-N
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Compound 42
Molecular Weight:1217.742
Molecular Formula:C62H130Mn2N6Na4Si2
InChIKey:LYCANXZHNQVXHA-UHFFFAOYSA-N
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Compound 43
Molecular Weight:1119.4066
Molecular Formula:C60H112Mn2N6Na4
InChIKey:SYPKNXXQIUAJSK-UHFFFAOYSA-N
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Compound 44
Molecular Weight:1133.4332
Molecular Formula:C61H114Mn2N6Na4
InChIKey:XNGQQBLBEYNCGP-UHFFFAOYSA-N
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Compound 45
Molecular Weight:343.9315
Molecular Formula:C7H6I2
InChIKey:YLGLYCKENLYDLZ-UHFFFAOYSA-N
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Compound 46
Molecular Weight:631.8129
Molecular Formula:C35H61MnN4NaO
InChIKey:JWJAIGKGEBDAJN-UHFFFAOYSA-N
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Compound 47
Molecular Weight:601.7869
Molecular Formula:C34H59MnN4Na
InChIKey:AWAZUZKFQJNTRN-UHFFFAOYSA-N
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Compound 48
Molecular Weight:578.7826
Molecular Formula:C30H54MnN3NaOSi
InChIKey:RACIIZGZEZWDHO-UHFFFAOYSA-N
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Compound 49
Molecular Weight:581.7542
Molecular Formula:C31H59MnN4NaO
InChIKey:DAHJNBIJRQOMTF-UHFFFAOYSA-N
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Compound 50
Molecular Weight:625.8821
Molecular Formula:C32H63MnN4NaOSi
InChIKey:IVAWXRCJKPYCST-UHFFFAOYSA-N
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Compound 51a
Molecular Weight:184.2338
Molecular Formula:C13H12O
InChIKey:NLWCWEGVNJVLAX-UHFFFAOYSA-N
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Compound 51b
Molecular Weight:281.392
Molecular Formula:C19H23NO
InChIKey:GTQSSWYUINHKOC-UHFFFAOYSA-N
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Compound 52
Molecular Weight:912.246
Molecular Formula:C42H60Fe3Li2Mn2N4
InChIKey:RYURZPWOPVNXOD-UHFFFAOYSA-N
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Compound 53
Molecular Weight:732.8387
Molecular Formula:C36H72Mn2N4Na2O
InChIKey:AEFWDSBSOWNHMW-UHFFFAOYSA-N
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Compound 54
Molecular Weight:1001.3231
Molecular Formula:C52H108Mn2N8Na2
InChIKey:GPIRGQYTLCWPBV-UHFFFAOYSA-N
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  1. 1 - 57