TY  - JOUR
AB  - alpha,omega-Bis(1,8-dichloroanthracen-10-yl)alkanes with (CH2) n -linker units (n=1-4) were synthesized starting from 1,8-dichloroanthracen-10(9H)-one. This was transformed into anthracenes with allyl, bromomethyl and propargyl substituents in position 10; these were converted in various C-C-bond formation reactions (plus hydrogenation), leading to two anthracene units flexibly linked by alpha,omega-alkandiyl groups. 1,2-Ethandiyl- and 1,3-propandiyl-linked derivatives were functionalized with ethynyl groups in positions 1, 8, 1' and 8', and these terminally functionalized by Me3Sn groups using Me2NSnMe3. All linked bisanthracenes were subjected to UV light induced cyclomerization and a series of 9,10:9',10'-photo-cyclomers were obtained. Their thermal cycloreversion and (repeated) switchability was demonstrated. 1,3-Bis{1,8-bis[(trimethylstannyl)ethynyl]anthracen-10-yl}propane served as model compound for photo-switchable acceptor molecules and its open and closed forms were characterized by NMR and DOSY experiments.
DA  - 2019
DO  - 10.1002/open.201900029
LA  - eng
IS  - 3
M2  - 304
PY  - 2019
SN  - 2191-1363
SP  - 304-315
T2  - ChemistryOpen
TI  - A Rational Approach to Tetra-Functional Photo-Switches.
UR  - https://nbn-resolving.org/urn:nbn:de:0070-pub-29345510
Y2  - 2024-11-22T01:39:50
ER  -