TY - JOUR
T1 - Cross-Dehydrogenative Coupling (CDC) as Key-Transformations to Various D-π-A Organic Dyes
T2 - C-H/C-H Synthetic Study Directed toward Dye-Sensitized Solar Cells Applications
AU - Ciou, Yan Syun
AU - Lin, Po Han
AU - Li, Wei Ming
AU - Lee, Kun Mu
AU - Liu, Ching Yuan
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/4/7
Y1 - 2017/4/7
N2 - A variety of push-pull type organic dyes are facilely synthesized through the most atom-economical C-H/C-H dehydrogenative coupling reactions. After comprehensive synthetic optimizations, a broad substrate scope is achieved and functional groups, such as ester, ketone, nitrile, nitro, and triazene are well tolerated. The sensitive aldehyde group required for the conversion into anchoring groups for DSSCs applications is also compatible under present oxidant-containing reaction conditions. Based on this optimum C-H/C-H coupling approach, three new organic sensitizers are readily prepared and submitted to solar cell device fabrications, giving the power conversion efficiency (PCE) up to 4.85%. This work constitutes the first example that connects high atom-efficiency C-H/C-H green catalysis with dye-sensitized solar cell applications.
AB - A variety of push-pull type organic dyes are facilely synthesized through the most atom-economical C-H/C-H dehydrogenative coupling reactions. After comprehensive synthetic optimizations, a broad substrate scope is achieved and functional groups, such as ester, ketone, nitrile, nitro, and triazene are well tolerated. The sensitive aldehyde group required for the conversion into anchoring groups for DSSCs applications is also compatible under present oxidant-containing reaction conditions. Based on this optimum C-H/C-H coupling approach, three new organic sensitizers are readily prepared and submitted to solar cell device fabrications, giving the power conversion efficiency (PCE) up to 4.85%. This work constitutes the first example that connects high atom-efficiency C-H/C-H green catalysis with dye-sensitized solar cell applications.
UR - http://www.scopus.com/inward/record.url?scp=85017111806&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.7b00054
DO - 10.1021/acs.joc.7b00054
M3 - 期刊論文
C2 - 28266844
AN - SCOPUS:85017111806
SN - 0022-3263
VL - 82
SP - 3538
EP - 3551
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 7
ER -