TY  - JOUR
A1  - Katterle, Martin
A1  - Holzwarth, Alfred R.
A1  - Jesorka, Aldo
T1  - A Heck-type coupling for the synthesis of novel bridged metallochlorin-fullerene C-60 dyads
N2  - A short and convenient synthesis of metallochlorin-C-60 dyads based on a Heck-type hetero coupling at the 3(2) position of a chlorin is described. p-Bromobenzaldehyde was treated with Zn-metalated 13(2)- demethoxycarbonylmethylpheophorbide a, using a palladium acetate/LiCl catalyst mixture under phase-transfer conditions in DMF at 70 degrees C. The resulting asymmetric olefin was obtained in a high trans/cis ratio. The desired trans isomer was separated and subsequently transformed into a donor-acceptor dyad by a 1,3-dipolar cycloaddition to C-60 in the presence of sarcosine in refluxing toluene. The resulting dyads are expected to undergo efficient photoinduced electron transfer and can potentially be utilized in solar energy conversion devices.
Y1  - 2006
UR  - http://www3.interscience.wiley.com/cgi-bin/jhome/27380/
U6  - https://doi.org/10.1002/ejoc.200500494
SN  - 1434-193X
ER  -