Synthetic study on phosphorus analog of polyaniline bearing sterically protected phosphorus atoms of high p-character as key structures

2015 Fiscal Year Final Research Report

• Project/Area Number: 25600020
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Nanomaterials chemistry
• Research Institution: Tohoku University
• Principal Investigator: Sasaki Shigeru 東北大学, 理学(系)研究科(研究院), 助教 (90254143)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: リン / ポリアニリン / 立体保護 / 1級ホスフィン / 2級ホスフィン / クロロホスフィン / ホスホン酸ジエステル / クロスカップリング反応

Outline of Final Research Achievements

The trivalent phosphorus atoms bearing bulky aryl groups have high p-character arising from the structural change around the phosphorus and sterically protected environment. In this project, diaryphosphine moieties bearing bulky aryl groups are employed as key structures for the phosphorus analogs of polyaniline to improve instability of the phosphine moieties and lack of the effective π-conjugation due to low p-character of the phosphorus atom, and synthetic studies on the substructures and polymers were carried out.
Diarylphosphines substituted by 2,6-disubstituted aryl group and various 4-bromoaryl groups were synthesized by the nucleophilic substitution of the corresponding dichlorophosphine followed by the reduction. 4-Bromophenylphosphines bearing bulky alkyl or aryl groups at 2,6-positions were synthesized by the reduction of the corresponding dichlorophosphines or diethyl phosphonates prepared from bromoiodobenzene derivatives, and reactivities were studied.

Free Research Field

有機典型元素化学、物理有機化学