Molecular Technology based on Diels-Alder reaction of C70 with acenes

2015 Fiscal Year Final Research Report

• Project/Area Number: 25410041
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Okayama University
• Principal Investigator: Tajima Tomoyuki 岡山大学, 大学院環境生命科学研究科, 講師 (90467275)
• Co-Investigator(Renkei-kenkyūsha): TAKAGUCHI YUTAKA 岡山大学, 大学院環境学研究科, 准教授 (10293482)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: C70 / ペンタセン / Diels-Alder反応 / 異性体 / 分子集合状態

Outline of Final Research Achievements

Diels-Alder reaction of fullerenes with acenes is among the most studied addition reactions. Although [60]fullerene-acene reactions using scenes have been reported, there are only a few examples of the reaction of acenes with C70. We succeeded in the first isolation of a single pure regioisomer of a C70-acene monoadduct. 1,9-Diels-Alder monoadducts of C70 with pentacene derivatives were obtained by not only the Diels-Alder reaction but also a one-pot reaction using stable dihydropentacene derivatives, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), and C70. The X-ray crystallographic study of a single pure regioisomer confirmed positions of the linkage between C70 and acenes for the first time, and revealed unique columnar stacks.

Free Research Field

有機構造化学