Möhlau’s Anthradipyrazole Revisited: A New Look at an Old Molecular System

A Maspero; Giovanni Battista GIOVENZANA; N Masciocchi; G Palmisano; A Comotti; P Sozzani; I Bassanetti; L. Nardo

doi:10.1021/cg4011357

Möhlau’s Anthradipyrazole Revisited: A New Look at an Old Molecular System

A Maspero
, Giovanni Battista GIOVENZANA
, N Masciocchi
, G Palmisano
, A Comotti
, P Sozzani
, I Bassanetti
, L. Nardo

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

Two polymorphs of 2,7-dihydrobenzo[1,2,3- cd:4,5,6-c′d′]diindazole (“dipyrazoloanthracene”; α and β; DBDI) were isolated and fully characterized by means of structural X-ray powder diffraction methods, thermal, and extended spectroscopic analyses. Different interconversion paths between the two species were evidenced. UV−Vis absorption, emission, and excitation spectra were measured, while time-resolved fluorescence studies allowed for the detection of multiple decay processes. In the two species, NH···N hydrogen bonds give rise to manifestly different structures, which, in the rhombohedral β phase, generate permanent porosity. This feature has been further characterized by CO2/N2/CH4 sorption isotherms at different temperatures, highlighting a significant selectivity favoring CO2 trapping.

Original language	English
Pages (from-to)	4948-4956
Number of pages	9
Journal	CRYSTAL GROWTH & DESIGN
Volume	13
Issue number	11
DOIs	https://doi.org/10.1021/cg4011357
Publication status	Published - 2013

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10.1021/cg4011357

http://hdl.handle.net/11579/34540

Cite this

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title = "M{\"o}hlau{\textquoteright}s Anthradipyrazole Revisited: A New Look at an Old Molecular System",

abstract = "Two polymorphs of 2,7-dihydrobenzo[1,2,3- cd:4,5,6-c′d′]diindazole (“dipyrazoloanthracene”; α and β; DBDI) were isolated and fully characterized by means of structural X-ray powder diffraction methods, thermal, and extended spectroscopic analyses. Different interconversion paths between the two species were evidenced. UV−Vis absorption, emission, and excitation spectra were measured, while time-resolved fluorescence studies allowed for the detection of multiple decay processes. In the two species, NH···N hydrogen bonds give rise to manifestly different structures, which, in the rhombohedral β phase, generate permanent porosity. This feature has been further characterized by CO2/N2/CH4 sorption isotherms at different temperatures, highlighting a significant selectivity favoring CO2 trapping.",

author = "A Maspero and GIOVENZANA, \{Giovanni Battista\} and N Masciocchi and G Palmisano and A Comotti and P Sozzani and I Bassanetti and L. Nardo",

year = "2013",

doi = "10.1021/cg4011357",

language = "English",

volume = "13",

pages = "4948--4956",

journal = "CRYSTAL GROWTH \& DESIGN",

issn = "1528-7483",

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TY - JOUR

T1 - Möhlau’s Anthradipyrazole Revisited: A New Look at an Old Molecular System

AU - Maspero, A

AU - GIOVENZANA, Giovanni Battista

AU - Masciocchi, N

AU - Palmisano, G

AU - Comotti, A

AU - Sozzani, P

AU - Bassanetti, I

AU - Nardo, L.

PY - 2013

Y1 - 2013

N2 - Two polymorphs of 2,7-dihydrobenzo[1,2,3- cd:4,5,6-c′d′]diindazole (“dipyrazoloanthracene”; α and β; DBDI) were isolated and fully characterized by means of structural X-ray powder diffraction methods, thermal, and extended spectroscopic analyses. Different interconversion paths between the two species were evidenced. UV−Vis absorption, emission, and excitation spectra were measured, while time-resolved fluorescence studies allowed for the detection of multiple decay processes. In the two species, NH···N hydrogen bonds give rise to manifestly different structures, which, in the rhombohedral β phase, generate permanent porosity. This feature has been further characterized by CO2/N2/CH4 sorption isotherms at different temperatures, highlighting a significant selectivity favoring CO2 trapping.

AB - Two polymorphs of 2,7-dihydrobenzo[1,2,3- cd:4,5,6-c′d′]diindazole (“dipyrazoloanthracene”; α and β; DBDI) were isolated and fully characterized by means of structural X-ray powder diffraction methods, thermal, and extended spectroscopic analyses. Different interconversion paths between the two species were evidenced. UV−Vis absorption, emission, and excitation spectra were measured, while time-resolved fluorescence studies allowed for the detection of multiple decay processes. In the two species, NH···N hydrogen bonds give rise to manifestly different structures, which, in the rhombohedral β phase, generate permanent porosity. This feature has been further characterized by CO2/N2/CH4 sorption isotherms at different temperatures, highlighting a significant selectivity favoring CO2 trapping.

UR - https://iris.uniupo.it/handle/11579/34540

U2 - 10.1021/cg4011357

DO - 10.1021/cg4011357

M3 - Article

SN - 1528-7483

VL - 13

SP - 4948

EP - 4956

JO - CRYSTAL GROWTH & DESIGN

JF - CRYSTAL GROWTH & DESIGN

IS - 11

ER -

Möhlau’s Anthradipyrazole Revisited: A New Look at an Old Molecular System

Abstract

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