Details
| Original language | English |
|---|---|
| Pages (from-to) | 3787-3808 |
| Number of pages | 22 |
| Journal | Synthesis (Germany) |
| Volume | 50 |
| Issue number | 19 |
| Publication status | Published - 22 Aug 2018 |
Abstract
Although haloferrocenes constitute important starting materials for many ferrocene-derived products with importance in a variety of fields such as materials science, medicinal chemistry and catalysis, only relatively few haloferrocenes out of the large number of possible examples have been prepared so far. The first part of this review summarizes the syntheses of all the homo- and heterohaloferrocenes known up to date. The second part summarizes typical reactions of haloferrocenes, namely lithiation followed by trapping with an electrophile, copper-mediated halogen substitution, coupling with formation of diferrocenyl derivatives, ortho -lithiation followed by trapping with an electrophile, palladium-catalyzed coupling reactions and finally miscellaneous reactions. 1 Introduction 2 Homohaloferrocenes 2.1 Fluoroferrocenes 2.2 Chloroferrocenes 2.3 Bromoferrocenes 2.4 Iodoferrocenes 3 Heterohaloferrocenes 4 Selected Reactions of Haloferrocenes 4.1 Lithiation Followed by Trapping with an Electrophile 4.2 Copper-Mediated Halogen Substitution 4.3 Coupling with Formation of Diferrocenyl Derivatives 4.4 ortho -Lithiation of Haloferrocenes 4.5 Palladium-Catalyzed Reactions of Haloferrocenes 4.6 Miscellaneous Reactions of Haloferrocenes 5 Conclusions.
Keywords
- copper-mediated reactions, diferrocenyl derivatives, haloferrocenes, heterohaloferrocenes, homohaloferrocenes, lithiation, ortho -lithiation, palladium catalysis
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Synthesis (Germany), Vol. 50, No. 19, 22.08.2018, p. 3787-3808.
Research output: Contribution to journal › Review article › Research › peer review
}
TY - JOUR
T1 - Haloferrocenes
T2 - Syntheses and Selected Reactions
AU - Butenschön, Holger
PY - 2018/8/22
Y1 - 2018/8/22
N2 - Although haloferrocenes constitute important starting materials for many ferrocene-derived products with importance in a variety of fields such as materials science, medicinal chemistry and catalysis, only relatively few haloferrocenes out of the large number of possible examples have been prepared so far. The first part of this review summarizes the syntheses of all the homo- and heterohaloferrocenes known up to date. The second part summarizes typical reactions of haloferrocenes, namely lithiation followed by trapping with an electrophile, copper-mediated halogen substitution, coupling with formation of diferrocenyl derivatives, ortho -lithiation followed by trapping with an electrophile, palladium-catalyzed coupling reactions and finally miscellaneous reactions. 1 Introduction 2 Homohaloferrocenes 2.1 Fluoroferrocenes 2.2 Chloroferrocenes 2.3 Bromoferrocenes 2.4 Iodoferrocenes 3 Heterohaloferrocenes 4 Selected Reactions of Haloferrocenes 4.1 Lithiation Followed by Trapping with an Electrophile 4.2 Copper-Mediated Halogen Substitution 4.3 Coupling with Formation of Diferrocenyl Derivatives 4.4 ortho -Lithiation of Haloferrocenes 4.5 Palladium-Catalyzed Reactions of Haloferrocenes 4.6 Miscellaneous Reactions of Haloferrocenes 5 Conclusions.
AB - Although haloferrocenes constitute important starting materials for many ferrocene-derived products with importance in a variety of fields such as materials science, medicinal chemistry and catalysis, only relatively few haloferrocenes out of the large number of possible examples have been prepared so far. The first part of this review summarizes the syntheses of all the homo- and heterohaloferrocenes known up to date. The second part summarizes typical reactions of haloferrocenes, namely lithiation followed by trapping with an electrophile, copper-mediated halogen substitution, coupling with formation of diferrocenyl derivatives, ortho -lithiation followed by trapping with an electrophile, palladium-catalyzed coupling reactions and finally miscellaneous reactions. 1 Introduction 2 Homohaloferrocenes 2.1 Fluoroferrocenes 2.2 Chloroferrocenes 2.3 Bromoferrocenes 2.4 Iodoferrocenes 3 Heterohaloferrocenes 4 Selected Reactions of Haloferrocenes 4.1 Lithiation Followed by Trapping with an Electrophile 4.2 Copper-Mediated Halogen Substitution 4.3 Coupling with Formation of Diferrocenyl Derivatives 4.4 ortho -Lithiation of Haloferrocenes 4.5 Palladium-Catalyzed Reactions of Haloferrocenes 4.6 Miscellaneous Reactions of Haloferrocenes 5 Conclusions.
KW - copper-mediated reactions
KW - diferrocenyl derivatives
KW - haloferrocenes
KW - heterohaloferrocenes
KW - homohaloferrocenes
KW - lithiation
KW - ortho -lithiation
KW - palladium catalysis
UR - http://www.scopus.com/inward/record.url?scp=85053691136&partnerID=8YFLogxK
U2 - 10.1055/s-0037-1610210
DO - 10.1055/s-0037-1610210
M3 - Review article
AN - SCOPUS:85053691136
VL - 50
SP - 3787
EP - 3808
JO - Synthesis (Germany)
JF - Synthesis (Germany)
SN - 0039-7881
IS - 19
ER -