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Graphical Abstract Angew. Chem. Int. Ed. 162004

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Contents
The following articles are available online (in Wiley InterScience). You can find them at
www.angewandte.org, under Full Text, Early View.
A. D. Corbett, J. D. Cheeseman, R. J. Kazlauskas,* J. L. Gleason*:
Pseudodynamic Combinatorial Libraries: A New ReceptorAssisted Approach for Drug Discovery
DOI: 10.1002/anie.200453769
Published online: March 31, 2004
J. Park, B. Koo, Y. Hwang, C. Bae, K. An, J.-G. Park, H. M. Park,
T. Hyeon*:
Novel Synthesis of Magnetic Fe2P Nanorods from Thermal
Decomposition of Continuously Delivered Precursors using a
Syringe Pump
DOI: 10.1002/anie.200353562
Published online: April 1, 2004
Articles judged by the referees or the editor as being either very important or very urgent are immediately edited, proof-read, and electronically
published once the manuscript has arrived in the editorial office in its final form. As long as there is no page number available these articles should
be cited in the following manner:
Author(s), Angew. Chem. Int. Ed., online publication date, DOI.
News
Materials Science:
Award to M. A. Ratner
2058
Organic Chemistry:
Award to J. Du Bois
Atkins’ Molecules
2059
Peter Atkins
reviewed by R. Faust
Microarray Analysis
2059
Mark Schena
reviewed by U. Wollenberger
An exceptionally useful tool in the development of novel chiral catalysts for carbonyl chemistry is the activation of carbonyl groups by double hydrogen bonding
(see scheme). A diverse set of reactions
such as the asymmetric Diels–Alder,
hetero-Diels–Alder, aldol, and Morita–
Baylis–Hillman reactions can be accelerated by such double-hydrogen-bonding
catalysts.
2058
Chemical Biology:
Award to D. R. Liu
2058
Books
Highlights
Asymmetric Catalysis
P. M. Pihko*
2062 – 2064
Activation of Carbonyl Compounds by
Double Hydrogen Bonding: An Emerging
Tool in Asymmetric Catalysis
Reviews
Weakly Coordinating Anions
I. Krossing,* I. Raabe
Weak but not meek: Weakly coordinating
anions (WCAs) are capable of the stabilization of sensitive cations in condensed
phases (see structure of [Ag(h2C2H4)3]+[Al{OC(CF3)3}4] ). In this Review
the latest developments with respect to
fundemental and applied chemistry are
summarized and the criteria for choosing
the most suitable WCA for a particular
system are explored.
2066 – 2090
Noncoordinating Anions—Fact or
Fiction? A Survey of Likely Candidates
2048
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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Angew. Chem. Int. Ed. 2004, 43, 2048 – 2055
Angewandte
Chemie
Communications
Assembling and aligning molecules on
surfaces: By creating a suitable O–Cu
nanotemplate on a Cu(110) surface,
“Lander” molecules were successfully
assembled into long, well-ordered onedimensional chains (see picture). By
controlling the ratio between the length of
the molecules and the width of bare Cu
stripes, the molecules can be forced to
align along the specific direction of the Cu
stripes.
Mapping proton transfer: Disorder and
proton transfer are important aspects in
many hydrogen bonds. These phenomena
can affect physical properties and the
design of intermolecular interactions for
crystal engineering. Variable-temperature
X-ray diffraction (see Fourier map) is
shown to be a highly appropriate tool for
identifying and imaging the disorder, and
for following its evolution as the external
conditions change.
Nanotechnology
R. Otero, Y. Naitoh, F. Rosei, P. Jiang,
P. Thostrup, A. Gourdon, E. Lægsgaard,
I. Stensgaard, C. Joachim,
F. Besenbacher*
2092 – 2095
One-Dimensional Assembly and Selective
Orientation of Lander Molecules on an
O–Cu Template
Direct Imaging of Proton Disorder
C. C. Wilson,* A. E. Goeta
2095 – 2099
Towards Designing Proton-Transfer Systems—Direct Imaging of Proton Disorder
in a Hydrogen-Bonded Carboxylic Acid
Dimer by Variable-Temperature X-ray
Diffraction
Asymmetric Amplification
F. G. Buono, H. Iwamura,
D. G. Blackmond*
Selective precipitation of the product
alkoxide 2’ is observed at higher conversions of substrate in the asymmetric
autocatalytic alkylation of pyrimidyl
aldehyde 1. Enrichment or depletion of
the enantiomeric excess in solution can
result, depending on the solvent
employed in the reaction. Asymmetric
amplification may be effected by a synergistic combination of chemical and physical processes, leading to a homochiral
reaction environment.
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Angew. Chem. Int. Ed. 2004, 43, 2048 – 2055
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2099 – 2103
Physical and Chemical Rationalization for
Asymmetric Amplification in Autocatalytic
Reactions
individuals who are personal members of a
national chemical society, or whose institution
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E 248.00/outside Europe US$ 378.00. Postage
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prices are exclusive VAT.
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
2049
Contents
Polymer Electrolytes
E. Staunton, A. M. Christie,
I. Martin-Litas, Y. G. Andreev,
A. M. Z. Slawin,
P. G. Bruce*
2103 – 2105
Structure of the Poly(ethylene oxide)–Zinc
Chloride Complex
Polymer electrolytes (salts dissolved in
solid polymers) often contain multivalent
cations. The first crystal structure of such
a compound, (poly(ethylene oxide))4 :
ZnCl2, is solved by single-crystal and
powder diffraction (see picture: zinc pale
gray; chlorine pale green; carbon green;
oxygen red).
Bacterial Communication
Chemical communication (“quorum
sensing”) amongst bacteria has been
studied by the synthesis and study of
enantiopure (R)-4,5-dihydroxy-2,3-pentanedione (DPD, see scheme). Bioactivity
assays with DPD have shown that chelation of boron by the cyclic form of DPD
appears to be essential for full induction
of bioluminescence, which is an example
of quorum-sensing-controlled behavior.
M. M. Meijler, L. G. Hom, G. F. Kaufmann,
K. M. McKenzie, C. Sun, J. A. Moss,
M. Matsushita,
K. D. Janda*
2106 – 2108
Synthesis and Biological Validation of a
Ubiquitous Quorum-Sensing Molecule
Peptidomimetics
Inhibition of crucial protein–protein
interactions, for example, between the p53
tumor suppressor (red in structure) and
HDM2, a protein overexpressed in tumor
cells, is possible with peptidomimetics
having a b-hairpin structure (yellow)
mimicking the a-helical protein epitope.
These mimetics might be of direct value in
the search for novel agents with tumorsuppressor activity.
R. Fasan, R. L. A. Dias, K. Moehle,
O. Zerbe, J. W. Vrijbloed, D. Obrecht,
J. A. Robinson*
2109 – 2112
Using a b-Hairpin To Mimic an a-Helix:
Cyclic Peptidomimetic Inhibitors of the
p53–HDM2 Protein–Protein Interaction
Nanotechnology
F. Patolsky, Y. Weizmann,
I. Willner*
2113 – 2117
Long-Range Electrical Contacting of
Redox Enzymes by SWCNT Connectors
2050
The reconstitution of glucose oxidase on a
flavin-adenine-dinucleotide (FAD)-functionalized single-walled carbon nanotube
(SWCNT) associated with an Au electrode
yields an electrically contacted biocatalyst
(see picture). The efficiency of the electrical contact is controlled by the length of
the SWCNT.
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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Angew. Chem. Int. Ed. 2004, 43, 2048 – 2055
Angewandte
Chemie
A meeting of two magnetic worlds: The
giant (ca. 4.2 nm) {Mn84} cluster, shown,
has a torus structure and is a singlemolecule magnet (SMM). It represents a
meeting of the molecular (bottom-up)
and classical (top-down) approaches to
nanoscale magnetic materials, and it
crystallizes as nanotubular stacks.
Cluster Compounds
A. J. Tasiopoulos, A. Vinslava,
W. Wernsdorfer, K. A. Abboud,
G. Christou*
2117 – 2121
Giant Single-Molecule Magnets: A {Mn84}
Torus and Its Supramolecular Nanotubes
Molecular Devices
L. Jiang, J. Okano, A. Orita,
J. Otera*
2121 – 2124
Intermittent Molecular Shuttle as a Binary
Switch
Action stations: Treatment of rotaxanes
containing a 2,2’-bipyridine moiety
between two bipyridinium stations with
CuI ions gives rise to a new type of
shuttling process. The switch between
static and dynamic states is achieved
through complexation of the CuI center to
the 2,2’-bipyridine unit followed by
decomplexation (see picture).
Gold is isolobal to hydrogen. Despite the
fact that Au and Si do not form stable
alloys, Si and Au form stable covalently
bounded clusters, as evidenced from
anion photoelectron spectroscopy and
ab initio calculations. In a series of [SiAun]
clusters (n = 2–4) that are similar to SiHn
(n = 2–4) in structure, chemical bonding,
and stability, Au atoms are shown to be
isolobal to hydrogen atoms (see picture).
Supported gold nanoparticles exhibit high
catalytic activity not only at low temperatures, but also under the presence of
moisture. The effect of moisture on CO
oxidation over Au/TiO2, Au/Al2O3, and
Au/SiO2 was studied at 273 K. It was
found that the catalytic activities are
enhanced by moisture by up to two orders
of magnitude, and that the moisture effect
depends on the type of oxide support (see
picture, TOF = turnover frequency).
Angew. Chem. Int. Ed. 2004, 43, 2048 – 2055
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Cluster Compounds
B. Kiran, X. Li, H.-J. Zhai, L.-F. Cui,
L.-S. Wang*
2125 – 2129
[SiAu4]: Aurosilane
Heterogeneous Catalysis
M. DatT,* M. Okumura, S. Tsubota,
M. Haruta
2129 – 2132
Vital Role of Moisture in the Catalytic
Activity of Supported Gold Nanoparticles
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
2051
Contents
Inclusion Compounds
E. N. Esenturk, J. Fettinger, Y.-F. Lam,
B. Eichhorn*
2132 – 2134
[Pt@Pb12]2
It’s platonic: The Pt centered [Pb12]2
icosahedron (depicted) was prepared
from the [Pb9]4 Zintl ion and [Pt(PPh3)4]
in good yield. The anion has virtual Ih
point symmetry and is a rare example of a
free-standing carbon-free aromatic inorganic cluster.
Directing Lithiation
Solvent effects control the regioselectivity
with which tert-butyllithium deprotonates
2-ethyl-N,N-diisopropyl-1-benzamide.
From THF an ortho-lithiated dimer is
isolated but from N,N,N’,N’’,N’’pentamethyldiethylenetriamine (pmdeta) a laterally lithiated monomer is obtained (see
scheme). Density functional theory (DFT)
calculations point to the importance of
Lewis base solvation and aggregation
state in determining the chemoselectivity.
D. R. Armstrong, S. R. Boss, J. Clayden,
R. Haigh, B. A. Kirmani, D. J. Linton,
P. Schooler,
A. E. H. Wheatley*
2135 – 2138
Controlling Chemoselectivity in the
Lithiation of Substituted Aromatic
Tertiary Amides
Nanotechnology
D. Baskaran,* J. W. Mays,
M. S. Bratcher
2138 – 2142
Polymer-Grafted Multiwalled Carbon
Nanotubes through Surface-Initiated
Polymerization
Main-Group Metal Complexes
V. Jancik, L. W. Pineda, J. Pinkas,
H. W. Roesky,* D. Neculai, A. M. Neculai,
R. Herbst-Irmer
2142 – 2145
Preparation of Monomeric [LAl(NH2)2]—
A Main-Group Metal Diamide Containing
Two Terminal NH2 Groups
2052
Hairy polymers from MWNTS: Surfaceinitiated polymerization (SIP) of methyl
methacrylate (MMA) and styrene (S) has
been performed from the surfaces of
multiwalled carbon nanotubes (MWNTs)
by using a covalently attached atomtransfer radical initiator. The initiator is
grafted to the surface of the MWNTs
through carboxy groups. Hairy homo,
block, and copolymers consisting of PS
and PMMA brushes can then be grown
from the surface of the MWNTs (see
scheme).
The reactions of [LAlCl2] (L = HC[C(Me)N(Ar)]2, Ar = 2,6-iPr2C6H3) with NH3 or
H2O in the presence of a 1,3-di-tertbutylimidazol-2-ylidene as acceptor for the
HCl lead to unique species of composition [LAl(NH2)2] (depicted) or [LAl(OH)2],
respectively. The by-product 1,3-di-tertbutylimidazolium chloride can be recovered by filtration and recycled to the
corresponding carbene.
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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Angew. Chem. Int. Ed. 2004, 43, 2048 – 2055
Angewandte
Chemie
Glycosylation
S. Yamago,* T. Yamada, T. Maruyama,
J.-i. Yoshida
2145 – 2148
Highly efficient coupling is observed with
thioglycosides, which act both as glycosyl
donors and acceptors. The iteration of the
glycoside-coupling reaction under the
same conditions allows the rapid assembly of a library of linear oligoglucosamines
(see scheme; Phth = phthaloyl).
Iterative Glycosylation of 2-Deoxy-2aminothioglycosides and Its Application
to the Combinatorial Synthesis of Linear
Oligoglucosamines
Natural Products Synthesis
J. Chen, C. J. Forsyth*
2148 – 2152
Total Synthesis and Structural Assignment
of Spongidepsin through a Stereodivergent Ring-Closing-Metathesis
Strategy
Eight diastereomeric probes (1) were
generated to synthesize the novel, antiproliferative marine natural product
spongidepsin (2) and to determine its
absolute stereochemistry. A key step was
the formation of the macrocycle by ringclosing metathesis.
Aldehyde Coupling Reactions
A. B. Northrup, I. K. Mangion, F. Hettche,
D. W. C. MacMillan*
2152 – 2154
Two-faced: a-Oxyaldehydes can act as
both an aldol donor and an aldol acceptor
and can be coupled enantioselectively by
using proline as the reaction catalyst. This
new aldol reaction provides an opera-
tionally simple protocol for the stereocontrolled production of erythrose (see
scheme) architecture and sets the stage
for a two-step enantioselective synthesis
of carbohydrates.
Out of the blue: (CdS)ZnS nanocrystals
suitable for display applications have been
prepared and exhibit a narrow, blue luminescence from 460 to 480 nm (FWHM
28 nm; see picture), with quantum
efficiencies of 20–30 %. It is possible to
demonstrate blue electroluminescence
from these core–shell nanocrystals by
embedding them in an organic thin-film
device.
Angew. Chem. Int. Ed. 2004, 43, 2048 – 2055
www.angewandte.org
Enantioselective Organocatalytic Direct
Aldol Reactions of a-Oxyaldehydes:
Step One in a Two-Step Synthesis of
Carbohydrates
Quantum Dots
J. S. Steckel, J. P. Zimmer, S. Coe-Sullivan,
N. E. Stott, V. Bulović,
M. G. Bawendi*
2154 – 2158
Blue Luminescence from (CdS)ZnS
Core–Shell Nanocrystals
2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
2053
Contents
Immunoassays for Proteins
J. Wang,* G. Liu, B. Munge, L. Lin,
Q. Zhu
2158 – 2161
DNA-Based Amplified Bioelectronic
Detection and Coding of Proteins
An attractive method: The magnetic
removal of unwanted compounds coupled
with the amplified detection of protein
interactions has been crucial in the
development of an ultrasensitive (fm)
method for determining protein codes.
Asymmetric Synthesis
This method takes advantage of the
potential for polymeric beads carrying
numerous DNA tags to be amplified and
the different electrical responses of the
oligonucleotides (see scheme).
Cell-free enzymatic oxidations: Styrene
monooxygenase (StyA) was used as a
reagent for the gram-scale preparation of
enantiopure epoxides. The catalyst is
highly stable in a biphasic system and
results in conversions of more than 88 %.
R1 = H, Cl; R2 = R3 = H, CH3.
K. Hofstetter, J. Lutz, I. Lang, B. Witholt,
A. Schmid*
2163 – 2166
Coupling of Biocatalytic Asymmetric
Epoxidation with NADH Regeneration in
Organic–Aqueous Emulsions
Polymerization Catalysts
S. Garratt, A. Guerrero, D. L. Hughes,
M. Bochmann*
2166 – 2169
Arylzinc Complexes as New Initiator
Systems for the Production of Isobutene
Copolymers with High Isoprene Content
Chemical Transport
R. KXppe, H. SchnXckel*
2170 – 2173
GaAs5 and InAs5 : Quantum-Chemical and
Experimental Investigations of Their
Stability and Structure
Better rubber: The initiator system
[Zn(C6F5)2]/tBuCl for isobutene/isoprene
copolymerizations (see scheme) gave
products with high molecular weights,
significantly increased isoprene incorporation, and minimal cross-linking.
As4 as “chemical taxi”: The participation
of GaAs5 and InAs5 in the chemical
transport of GaAs and InAs was examined
by quantum-chemical methods (see picture). The transport was carried out in
quartz ampoules in an oven, and the
experimental results were found to corre-
late well with the quantum-chemical calculations.
Communications labeled with this symbol have been judged by two referees as being “very important papers”.
2054
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Chemie
Service
Keywords
2176
Authors
2177
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