TY  - THES
A1  - Pick, Charlotte Hildegard
T1  - Die Photo-Dehydro-Diels-Alder-Reaktion als potentielle Methode zur Ligandendarstellung: Untersuchungen zur atropselektiven Synthese von Biarylen und Synthese von Naphthylpryridinen
Y1  - 2012
SN  - 978-3-8439-0337-0
PB  - Dr. Hut
CY  - München
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Pick, Charlotte
T1  - Photochemical synthesis and properties of axially chiral naphthylpyridines
JF  - Journal of photochemistry and photobiology : A, Chemistry
N2  - Five alkynyl pyridines were prepared and cyclized to naphthylpyridines as the main products in the course of a Photo-Dehydro-Diels-Alder reaction. Four of the final products are axially chiral and the determination of the rotational barrier by DFT calculations, dynamic NMR and H PLC experiments is demonstrated. (C) 2011 Elsevier B.V. All rights reserved.
KW  - Photochemistry
KW  - Axial chirality
KW  - Photo-Dehydro-Diels-Alder reaction
KW  - Dynamic NMR
KW  - Dynamic HPLC
KW  - Molecular modeling
Y1  - 2011
U6  - https://doi.org/10.1016/j.jphotochem.2011.06.006
SN  - 1010-6030
VL  - 222
IS  - 1
SP  - 263
EP  - 265
PB  - Elsevier
CY  - Lausanne
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Pick, Charlotte
A1  - Schilde, Uwe
T1  - First example of an atropselective dehydro-Diels-Alder (ADDA) reaction
JF  - Tetrahedron letters
N2  - A new concept of a stereoselective synthesis of axially chiral biaryls, formed in the course of the dehydro-Diels-Alder (DDA) reaction, has been disclosed. It is based on asymmetric induction of the newly formed chirality axis by a chirality center, which is present in the two synthesized DDA reactants. Depending on the different length of the linkers joining the alkyne moieties the DDA reaction may be triggered photochemically or thermally, where only the thermal variant was stereoselective.
KW  - Cycloaddition
KW  - Atropselecrivity
KW  - Biaryls
KW  - Alkynes
KW  - Photochemistry
Y1  - 2011
U6  - https://doi.org/10.1016/j.tetlet.2011.06.024
SN  - 0040-4039
VL  - 52
IS  - 32
SP  - 4221
EP  - 4223
PB  - Elsevier
CY  - Oxford
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Matthes, Annika
A1  - Pick, Charlotte
T1  - The photo-dehydro-Diels-Alder (PDDA) reaction
JF  - Organic & biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry
N2  - The photo-dehydro-Diels-Alder (PDDA) reaction is a valuable extension of the classical Diels-Alder (DA) reaction. The PDDA reaction differs from the DA reaction by the replacement of one of the C-C-double bonds of the diene moiety by a C-C triple bond and by the photochemical triggering of the reaction. This entails that, in contrast to the DA reaction, the PDDA reaction proceeds according to a multistage mechanism with biradicals and cycloallenes as intermediates. The PDDA reaction provides access to a considerable variety of compound classes. For example, 1-phenylnaphthlenes, 1,1'-binaphthyls, N-heterocyclic biaryls, and naphthalenophanes could be obtained by this reaction.
Y1  - 2011
U6  - https://doi.org/10.1039/c1ob06066j
SN  - 1477-0520
VL  - 9
IS  - 22
SP  - 7599
EP  - 7605
PB  - Royal Society of Chemistry
CY  - Cambridge
ER  -