A 9,9′-spirobifluorene based Metal–Organic Framework: synthesis, structure analysis and gas sorption properties

Abstract

The new square planar tetracarboxylate ligand L (4,4 0 ,4 00 ,4 000-(9,9 0-spirobi[fluorene]-2,2 0 ,7,7 0-tetrayl) tetrabenzoic acid) was synthesized and used for synthesis of the Metal-Organic Framework Cu 2 L (H 2 O) 2 $(EtOH) 4 denoted SBF-Cu. This material possesses the classical 4-4 regular tiling topology with paddle-wheel inorganic building units. Due to the presence of SBF cores, the interactions between the layers of this MOF confer it specific properties: high specific surface area, open metal sites under activation, and promising hydrogen uptake capacity.

Facilely Synthesized spiro[fluorene‐9,9′‐phenanthren‐10′‐one] in Donor–Acceptor–Donor Hole‐Transporting Materials for Perovskite Solar Cells

“…Recently,o rganic-inorganic halide perovskite solar cells (PSCs) have attracted considerable attention because of their outstanding performance in converting sunlight to electricity at al ow cost compared with silicon-based photovoltaict echnology.T he first PSCs, as ana-lyzed by Miyasaka in 2009, had power conversion efficiency (PCE) of 3.8 %. [12][13][14] To overcome these issues, numerouss tudies have focusedo nl ow-costp roduction without as piro-based linkage in the HTM, mainly using acene, [15] carbazole, [16][17][18][19][20][21][22][23] indole, [24][25][26] phenothiazine, [27] phenoxazine, [28] thiophene, [29][30][31][32][33][34][35] triarylamine, [36][37][38][39] triazateuxene, [40][41][42][43] and truxene. [11] In the conventional devicec onfiguration, 2,2',7,7'-tetrakis[N,N-di(4methoxyphenyl)amino]-9,9'-spirobifluorene( Spiro-OMeTAD) is generally used as the hole-transporting material( HTM) and has demonstrated PCEs of 20-21 %i nP SCs.…”

Structure–property relationship of 4-substituted-spirobifluorenes as hosts for phosphorescent organic light emitting diodes: an overview

“…6,7 From a more fundamental point of view, the orthogonal configuration induced by the spiro carbon also allows to design shape persistent molecules with specific arrangements, which in turn has peculiar electronic consequences. 3,4,[8][9][10][11][12][13][14][15] In addition, the application field of the SBF scaffold is not only restricted to electronics and SBF has also found many other appealing applications as chiral ligand, [16][17][18][19] electropolymerizable building block, [20][21][22][23][24][25][26] homogeneous 27 and heterogeneous 23-25, 28, 29 catalysts or as building unit in coordination polymers, [30][31][32] clearly showing the versatility of this fragment. Sixteen positions of substitutions are available on the SBF backbone, eight on each fluorene unit (figure 1).…”

Bigger and Brighter Fluorenes: Facile π‐Expansion, Brilliant Emission and Sensing of Nitroaromatics

“…Our synthetic approach to achieve target fluorenes 1 – 5 is shown in Scheme . Initially, we prepared the desired key intermediates (i.e., 9,9‐dihexyl‐2,7‐dibromofluorene 1 k , 9,9‐diphenyl‐2,7‐dibromofluorene 2 k and 2,2′,7,7′‐ tetrabromospirobifluorene 4 k ) by modified literature procedures (see the Supporting Information) . The dibromofluorene derivatives ( 1 k and 2 k ) and commercially purchased 2,7‐dibromospirobifluorene 3 k were subjected to Pd 0 ‐catalyzed two‐fold Suzuki cross‐coupling reactions with biphenyl‐2‐boronic acid pinacol ester to produce the precursors in reasonably good yields ( 1 p : 79 % (R=C 6 H 13 ), 2 p : 75 % (R=Ph) and 3 p : 80 % (R=spiro(2,2′‐biphenyl), Scheme ).…”