Fe Organoiron Compounds Part A: Ferrocene 10

378 Pages·1991·9.238 MB·English

by  Marianne Drößmar-Wolf (auth.), Adolf Slawisch (eds.)

1
2 I Hel 10 Ne I ; 18 Ar 1 36 Kr I 54 Xe I 86 Rn I H.'3
;
5 6 7 8 8a I
9 F 17 CI 35 Br 53 I 85 At
8 o 3 16 S 9 34 Se 10 52 Te 11 84 Po 12 71 Lu 10371 Lr
4 16 17 18 19 71
7 N 15 P 33 As 51 Sb 83 Bi 70 Vb 102No
6 C 14 14 Si 15 32 45 Ge 50 Sn 46 82 Pb 47 69 Tm 10171 Md
n System Numbers I ! i : i i I : 5 I B 13 I 13 ! AI35 I I 30 31 29 Zn 32 Ga 36 Cu 60 47 48 49 Ag 61 Cd 33 In 37 79 80 81 H34 Au 62 TI 38 g 66 67 68 Dy Ho Er 9899100 I 71 71 Fm 7 Cf Es
e Gmeli I 28 Ni 57 46 Pd 65 78 Pt 68 65 Tb 9771 Bk
with th 27 Co 58 45 64 Rh 77 Ir 67 64 Gd 9671 Cm
the Elements ! 25 26 Mn 56 Fe 59 44 43 Tc 69 Ru 63 76 75 Re 70 Os 66 62 63 Sm Eu 949571 71 Pu Am
able of 24 Cr 52 42 M53 o 74 W 54 61 Pm 9371 Np
Periodic f ! i~ ., I i , ; 22 23 V 48 Ti 41 40 41 Zr 42 49 Nb 72 73 Hf 43 Ta 50 105 104 71 71 60 59 Pr Nd 91 9255 Pa 51 U
, , , I 21 Sc 39 39 V 39 57** La 39 89*** Ac 40 58 Ce ~~ 44
4 26 8e 12 M27 g 20 Ca 28 38 Sr 29 56 Ba 30 88 Ra 31 n ides 39 des
a ni
I H 2 3 Li 20 11 21 Na 19 * K 22 37 24 Rb 55 Cs 25 87 25a Fr I**Lanth 1*** Acti
~ J c i CO) i. s' en ~ .. 3 .., ' c' ! ~ ~ i if g' ~ n ~
Gmelin Handbook of Inorganic
and Organometallic Chemistry
8th Edition
Gmelin Handbook of Inorganic
and Organometallic Chemistry
8th Edition
Gmelin Handbuch der Anorganischen Chemie
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Organometallic Compounds in the Gmelin Handbook
The foLlowing listing indicates in which volumes these compounds are discussed or are
referred to:
Ag Silber B 5 (1975)
Au Organogold Compounds (1980)
Be OrganoberyLlium Compounds 1 (1987)
Bi Bismut-Organische Verbindungen (1977)
Co Kobalt-Organische Verbindungen 1 (1973), 2 (1973), Kobalt Erg.-Bd. A (1961), B 1
(1963), B 2 (1964)
Cr Chrom-Organische Verbindungen (1971)
Cu Organocopper Compounds 1 (1985),2 (1983), 3 (1986), 4 (1987), Index (1987)
Fe Eisen-Organische Verbindungen A 1 (1974), A 2 (1977), A 3 (1978), A 4 (1980), A 5
(1981), A 6 (1977), A 7 (1980), Organoiron Compounds A 8 (1985), A 9 (1989), A 10
present volume, Eisen-Organische Verbindungen B 1 (partly in English; 1976), Or
ganoiron Compounds B 2 (1978), Eisen-Organische Verbindungen B 3 (partly in
English; 1979), B4 (1978), B 5 (1978), Organoiron Compounds B6 (1981), B 7 (1981),
B 8 to B 10 (1985), B 11 (1983), B 12 (1984), B 13 (1988), B 14 (1989), B 15 (1989), B 16a
(1990), B 16b (1990), B17 (1990), B18 (1991), Eisen-Organische Verbindungen C 1
(1979), C 2 (1979), Organoiron Compounds C 3 (1980), C 4 (1981), C 5 (1981), C 7
(1985), and Eisen B (1929-1932)
Ga OrganogaLlium Compounds 1 (1986)
Ge Organogermanium Compounds 1 (1988), 2 (1989), 3 (1990)
Hf Organohafnium Compounds (1973)
Mo Organomolybdenum Compounds 6 (1990), 7 (1991)
Nb Niob B 4 (1973)
Ni Nickel-Organische Verbindungen 1 (1975),2 (1974), Register (1975), Nickel B 3 (1966),
and C 1 (1968), C 2 (1969)
Np, Pu Transurane C (partly in English; 1972)
Pb Organolead Compounds 1 (1987), 2 (1990)
Pt Platin C (1939) and D (1957)
Re Organorhenium 1 (1989),2 (1989)
Ru Ruthenium Erg.-Bd. (1970)
Sb Organoantimony Compounds 1 (1981),2 (1981), 3 (1982), 4 (1986), 5 (1990)
SC,Y, D6 (1983)
La to Lu
Sn Zinn-Organische Verbindungen 1 (1975),2 (1975), 3 (1976), 4 (1976),5 (1978), 6 (1979),
Organotin Compounds 7 (1980), 8 (1981), 9 (1982),10 (1983),11 (1984), 12 (1985),13
(1986), 14 (1987), 15 (1988), 16 (1988), 17 (1989), 18 (1990), 19 (1991)
Ta Tantal B 2 (1971)
Ti Titan-Organische Verbindungen 1 (1977), 2 (1980), Organotitanium Compounds 3
(1984), 4 and Register (1984), 5 (1990)
U Uranium Suppl. Vol. E 2 (1980)
V Vanadium-Organische Verbindungen (1971), Vanadium B (1967)
Zr Organozirconium Compounds (1973)
Gmelin Handbook of Inorganic
and Organometallic Chemistry
8th Edition
Fe
Organoiron
Compounds
Part A
Ferrocene 10
With 25 illustrations
AUTHOR Marianne Drößmar-Wolf
EDITOR Adolf Slawisch
FORMULA INDEX Rainer Bohrer, Uwe Nohl, Hans-Jürgen Richter-Ditten,
Edgar Rudolph
CHIEF EDITOR Adolf Slawisch
Springer-Verlag Berlin Heidelberg GmbH 1991
LITERATURE CLOSING DATE: 1986
Library 01 Congress Catalog Card Number: Agr 25-1383
ISBN 978-3-662-07196-0 ISBN 978-3-662-07194-6 (eBook)
DOI 10.1007/978-3-662-07194-6
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Typeselting
Preface
"Organoiron Compounds" A, Ferrocene 10 systematicalty covers the literature through
the end of 1986 and includes so me references published more recently. A formula index
provides ready access to the compounds covered.
This volume ends the description of mononuclear unbridged disubstituted ferrocenes,
FeClOHaR1R2. The description of the unbridged disubstituted ferrocenes was initiated with
"Organoiron Compounds" A, Ferrocene 7 (starting with R1 and R2 containing C and Hand
containing halogen at least in R\ and continuing with compounds containing 0 at least in R1
to form alcohols and phenols, their esters, ethers, acetals, and aldehydes), and was foltowed
by "Organoiron Compounds" A, Ferrocene 8 (with at least R1 containing 0). "Organoiron
Compounds" A, Ferrocene 9 treated compounds in wh ich at least R1 contains N, S, Se, B, or
Si. This volume now comprises the rest of the disubstituted ferrocenes containing P, As, or a
metal at least in R1. Beyond that it includes the description of alt the mononuclear unbridged
trisubstituted ferrocenes, FeClOH7R1R2R3.
Series A so far comprises volumes A 1 to A 10 and has been surveyed in the preface to A 7
(1980).
The data in tables are given in abbreviated form without dimensions; for dimensions,
explanations, and further abbreviations used, see p. X (next page). Additional remarks are
given in the headings of the tables where necessary.
Frankfurt am Main Adolf Slawisch
November 1991
x
Remarks on Abbreviations and Dimensions
Many compounds in this volume are presented in tables in which numerous abbreviations
are used, the dimensions are omitted for the sake of conciseness. This necessitates the
following clarifications.
Abbreviations used with temperatures are m.p. for melting point, dec. for decomposition,
and b.p. for boiling point.
NMR represents nuclear magnetic resonance. Chemical shifts are given as 0 values in ppm
and to lower field from the following reference substances: Si(CH3)4 for 1H and 13C, CFCl3 for
19F, H3P04 for 31p, and Sn(CH3)4 for 119Sn. Otherwise, the reference substances and signs are
given. Multiplicities of the signals are abbreviated as s, d, t, q, qui, sext, and sept (singlet to
septet, respectively), m (multiplet), and br (broad); terms like dd (doublet of doublets) are
also used. Assignments referring to labeled structural formulas are given in the form C-4,
H-3,5. Coupling constants in Hz, J, usually appear in parentheses after the 0 value, along with
the multiplicity and the assignment and refer to the respective nucleus. If a more precise
designation is necessary, they are given as, e.g., nJ(C, H) or J(H-1, 3) referring to labeled
formulas.
ESR represents electron spin resonance; the hyperfine interaction between the unpaired
electron and the nuclear spin is given as the HFS coupling constant A(H).
For Mössbauer spectra, the isomer shift 8, the quadrupole splitting L1, and the line width r
are given in mm/s. For 119Sn Mössbauer spectra, the reference substance for 0 is Sn02; for
57Fe Mössbauer spectra, the reference substances for 0 are indicated after the numerical
value, e.g., 0 = 0.31 (natural Fe).
Optical spectra are labeled as IR (infrared) and UV (electronic spectrum including the
visible region). IR bands and Raman absorptions are given in cm-1. The assigned bands are
usually labeled with the symbols v for stretching, 0 and y for in-plane and out-of-plane
deformation vibrations, respectively. Intensities appear in parentheses in the common qualita
tive terms (s, m, w, vs, br, etc). The UV absorption maxima, ""max, are given in nm followed by
the extinction coefficient E (L· mol-1 . cm-1) or log E in parentheses; sh means shoulder.
In the figures, bond distances are given in Ä.
For mass spectra, the ions are generated by electron impact if not otherwise stated, [M] +
denotes the molecular ion.
Solvents or the physical state of the sam pIe and the temperature (none is given if room
temperature applies) are given in parentheses immediately after the spectral symbol, e.g.,
IR (solid), 1H NMR (CsOs, 50°C), or at the end of the data with the formula (CsHs = benzene)
or name (acetone-ds) except THF, which represents tetrahydrofuran. Solvent mixtures are
given in volume (v/v) or weight (w/w) ratios; unless noted otherwise, a v/v ratio can be
assumed.
Molecular weights are abbreviated as mol. wt. and given in g/mol; the abbreviation calc.
is used for calculated.
Further abbreviations used are n~ for refractive index for the sodium line, 589 nm, at t in
°C; [cr]t and [Mn for specific and molar rotation for light of wavelength "" in nm at tin °C; c for
concentration, when no unit is stated either g/L or grams per 100 mL can be assumed; ORO
for optical rotatory dispersion; CO for circular dichroism; d~ for the density number (mass of
a liquid at tOC compared to that of the same volume of H20 at 4°C); 0 for density in g/cm3
with index "meas" for measured. SCE means saturated calomel electrode and SSCE, NaCl
saturated SCE.