Synthesis, Characterization, and Spectroscopic Properties of Allylic Ruthenium(II) Complexes of a Highly Conjugated Perinone

Abstract

Highly conjugated perinones were evaluated as proligands with [Ru(η 6 -arene)Cl 2 ] 2 precursors (arene = p-cymene or benzene). None of them, except itaco-perinone (IP) bearing one exocyclic methylene group, were able to form coordination compounds. Expected η 1 -coordination through the lone pair of the nitrogen or oxygen atoms of the perinone did not occur. Instead a deprotonation reaction involving the exocyclic methylene was observed and the corresponding [Ru(η 6 -arene)- [a] 3494 (η 3 -IP)Cl] complex was isolated in moderate yields. Mechanistic studies revealed that the base-promoted isomerization of itacoperinone to citraco-perinone prevented higher yields in the synthesis of the allylic complexes. Additionally, it was observed that IP can dimerize through the exocyclic methylene group, indicating high reactivity of this carbon-carbon double bond. Electronic absorption and emission properties of the perinones and organometallic compounds were studied.

Recent Advances in the Synthesis of Perimidines and their Applications

“…Perimidines and the peri-naphtho-fused pyrimidine system is a new and rapidly growing area of pure and applied chemistry, especially from 2010 [33][34][35][36]. In this remarkable advancement, vast development has occurred in the field of structure [37][38][39][40][41], synthesis [42][43][44][45][46][47][48][49][50], spectral studies [51], bonding with different motifs and ligands [52][53][54][55][56][57], and their complex reactivity in various fields, etc. [58][59][60][61][62][63][64][65][66][67].…”

Deposit and Characterization of Semiconductor Films Based on Maleiperinone and Polymeric Matrix of (Poly(3,4-Ethylenedioxythiophene) Polystyrene Sulfonate)

“…Pyrrolo [1,2-a]perimidin-10-one is an integral part of the structure of some compounds that has traditionally been used as dyes and pigments [14]. On the other hand, materials containing pyrroloperimidine have contributed to the remarkable growth of interest in white light-emitting materials and other optoelectronic devices [15,16]. In recent years, perinones based on naphthalene benziimidazole [17] and trans-perinone [18] have been used as electron acceptor materials in organic electronic devices.…”