화학공학소재연구정보센터
Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals, Vol.306, 185-190, 1997
Room-Temperature Stable Ground-State Triplet Carbene as Models for Organic High-Spin Units with Robust Pi-Spin Polarization - ESR Study and X-Ray-Analysis
we report the first room-temperature stable triplet pi-aryl based carbene, 2,2’,4,4’,6,6’,-hexabromodiphenylmethylene 2 in both crystals and fluid solutions. This paper describes ESR detection of 2 in the crystal of the diazo precursor 1 and the molecular and crystal structure of 1 obtained by X-ray diffraction at room temperature. ESR spectroscopy showed that 2 was a tripler molecule in the ground state and survived up to room temperature in the crystal state. The crystal of 1 is monoclinic with cell dimensions, a=9.933 Angstrom, b=13.261 Angstrom, c=12.743 Angstrom, beta=91.88 degrees, Z = 4 and the space group P2(1)/n. The two 2,4,6-bromo-substituted phenyl rings make bent perpendicular conformation with 139 degrees of the bond angle at the diazo methane. Non-bonded contacts shorter than the van der Waals radii were found between the nitrogen and bromine atoms of the nearest neighboring molecules. The correlation between the chemical stability and the molecular structure of 2 is discussed.