Photochemical synthesis and properties of 1,6- and 1,8-Naphthalenophanes

Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from omega-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.

Metadaten
Author details:	Pablo Wessig ORCiD GND, Annika Matthes
URN:	urn:nbn:de:kobv:517-opus4-476675
DOI:	https://doi.org/10.25932/publishup-47667
ISSN:	1866-8372
Title of parent work (German):	Postprints der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe
Publication series (Volume number):	Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe (1042)
Publication type:	Postprint
Language:	English
Date of first publication:	2020/12/17
Publication year:	2013
Publishing institution:	Universität Potsdam
Release date:	2020/12/17
Tag:	atropisomerism; dynamic HPLC; dynamic NMR; naphthalenophanes; photo-dehydro-Diels-Alder reaction
Issue:	1042
Number of pages:	13
Source:	Molecules 18(2013) 1, 1314-1324; DOI: 10.3390/molecules18011314
Funding institution:	Deutsche Forschungsgemeinschaft (DFG)
Organizational units:	Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
DDC classification:	5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Peer review:	Referiert
Publishing method:	Open Access / Green Open-Access
License (German):	CC-BY - Namensnennung 4.0 International
External remark:	Bibliographieeintrag der Originalveröffentlichung/Quelle