Synthesis and Structural Characterization of Heteroboroxines with MB2O3 Core (M = Sb, Bi, Sn)

Barbora Mairychova; Tomas Svoboda; Petr Stepnicka; Ales Ruzicka; Remco W. A. Havenith; Mercedes Alonso; Frank De Proft; Roman Jambor; Libor Dostal

doi:10.1021/ic302153s

Synthesis and Structural Characterization of Heteroboroxines with MB2O3 Core (M = Sb, Bi, Sn)

Barbora Mairychova
, Tomas Svoboda
, Petr Stepnicka
, Ales Ruzicka
, Remco W. A. Havenith
, Mercedes Alonso
, Frank De Proft^*
, Roman Jambor^*
, Libor Dostal^*

^*Corresponding author for this work

Theoretical Chemistry

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

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Abstract

Reaction of organoantimony and organobismuth oxides (LSbO)(2) and (LBiO)(2) (where L is [2,6-bis(dimethylarnino)methyl]phenyl) with four equivalents of the organoboronic acids gave new heteroboroxines LM[(OBR)(2)O] 1a-2c (for M = Sb: R = Ph (1a), 4-CF3C6H4 (1b), ferrocenyl (1c); for M = Bi: R = Ph (2a), 4-CF3C6H4 (2b), and ferrocenyl (2c)). Analogously, reaction between organotin carbonate L(Ph)Sn(CO3) and two equivalents of organoboronic acids yielded compounds L(Ph)Sn[(OBR)(2)O] (where R = Ph (3a), 4-CF3C6H4 (3b), and ferrocenyl (3c)). All compounds were characterized by elemental analysis and NMR spectroscopy. Their structure was described both in solution (NMR studies) and in the solid state (X-ray diffraction analyses 1a, 1c, 2b, 3b, and 3c). All compounds contain a central MB2O3 core (M = Sb, Bi, Sn), and the bonding situation within these rings and their potential aromaticity was investigated by the help of computational methods.

Original language	English
Pages (from-to)	1424-1431
Number of pages	8
Journal	Inorganic Chemistry
Volume	52
Issue number	3
DOIs	https://doi.org/10.1021/ic302153s
Publication status	Published - 4-Feb-2013

Keywords

COVALENT ORGANIC FRAMEWORKS
CORRELATED MOLECULAR CALCULATIONS
NCN-CHELATED ORGANOANTIMONY(III)
INDEPENDENT CHEMICAL-SHIFTS
HYDROGEN STORAGE MATERIALS
GAUSSIAN-BASIS SETS
O,C,O-CHELATING LIGANDS
IONIC-CONDUCTIVITY
BOROXINE RINGS
AROMATICITY

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CCDC 895167: Experimental Crystal Structure Determination
Mairychová, B. (Contributor), Svoboda, T. (Contributor), Štěpnička, P. (Contributor), Růžička, A. (Contributor), Havenith, R. (Contributor), Alonso, M. (Contributor), De Proft, F. (Contributor), Jambor, R. (Contributor) & Dostál, L. (Contributor), University of Groningen, 7-Aug-2012
DOI: 10.5517/ccz1hcv
Dataset
CCDC 895169: Experimental Crystal Structure Determination
Mairychová, B. (Contributor), Svoboda, T. (Contributor), Štěpnička, P. (Contributor), Růžička, A. (Contributor), Havenith, R. (Contributor), Alonso, M. (Contributor), De Proft, F. (Contributor), Jambor, R. (Contributor) & Dostál, L. (Contributor), University of Groningen, 7-Aug-2012
DOI: 10.5517/ccz1hfx
Dataset
CCDC 895170: Experimental Crystal Structure Determination
Mairychová, B. (Contributor), Svoboda, T. (Contributor), Štěpnička, P. (Contributor), Růžička, A. (Contributor), Havenith, R. (Contributor), Alonso, M. (Contributor), De Proft, F. (Contributor), Jambor, R. (Contributor) & Dostál, L. (Contributor), University of Groningen, 7-Aug-2012
DOI: 10.5517/ccz1hgy
Dataset

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@article{7a2fdd16975e47a5b0dbc026b1eb6fb6,

title = "Synthesis and Structural Characterization of Heteroboroxines with MB2O3 Core (M = Sb, Bi, Sn)",

abstract = "Reaction of organoantimony and organobismuth oxides (LSbO)(2) and (LBiO)(2) (where L is [2,6-bis(dimethylarnino)methyl]phenyl) with four equivalents of the organoboronic acids gave new heteroboroxines LM[(OBR)(2)O] 1a-2c (for M = Sb: R = Ph (1a), 4-CF3C6H4 (1b), ferrocenyl (1c); for M = Bi: R = Ph (2a), 4-CF3C6H4 (2b), and ferrocenyl (2c)). Analogously, reaction between organotin carbonate L(Ph)Sn(CO3) and two equivalents of organoboronic acids yielded compounds L(Ph)Sn[(OBR)(2)O] (where R = Ph (3a), 4-CF3C6H4 (3b), and ferrocenyl (3c)). All compounds were characterized by elemental analysis and NMR spectroscopy. Their structure was described both in solution (NMR studies) and in the solid state (X-ray diffraction analyses 1a, 1c, 2b, 3b, and 3c). All compounds contain a central MB2O3 core (M = Sb, Bi, Sn), and the bonding situation within these rings and their potential aromaticity was investigated by the help of computational methods.",

keywords = "COVALENT ORGANIC FRAMEWORKS, CORRELATED MOLECULAR CALCULATIONS, NCN-CHELATED ORGANOANTIMONY(III), INDEPENDENT CHEMICAL-SHIFTS, HYDROGEN STORAGE MATERIALS, GAUSSIAN-BASIS SETS, O,C,O-CHELATING LIGANDS, IONIC-CONDUCTIVITY, BOROXINE RINGS, AROMATICITY",

author = "Barbora Mairychova and Tomas Svoboda and Petr Stepnicka and Ales Ruzicka and Havenith, \{Remco W. A.\} and Mercedes Alonso and \{De Proft\}, Frank and Roman Jambor and Libor Dostal",

year = "2013",

month = feb,

day = "4",

doi = "10.1021/ic302153s",

language = "English",

volume = "52",

pages = "1424--1431",

journal = "Inorganic Chemistry",

issn = "0020-1669",

publisher = "AMER CHEMICAL SOC",

number = "3",

}

TY - JOUR

T1 - Synthesis and Structural Characterization of Heteroboroxines with MB2O3 Core (M = Sb, Bi, Sn)

AU - Mairychova, Barbora

AU - Svoboda, Tomas

AU - Stepnicka, Petr

AU - Ruzicka, Ales

AU - Havenith, Remco W. A.

AU - Alonso, Mercedes

AU - De Proft, Frank

AU - Jambor, Roman

AU - Dostal, Libor

PY - 2013/2/4

Y1 - 2013/2/4

N2 - Reaction of organoantimony and organobismuth oxides (LSbO)(2) and (LBiO)(2) (where L is [2,6-bis(dimethylarnino)methyl]phenyl) with four equivalents of the organoboronic acids gave new heteroboroxines LM[(OBR)(2)O] 1a-2c (for M = Sb: R = Ph (1a), 4-CF3C6H4 (1b), ferrocenyl (1c); for M = Bi: R = Ph (2a), 4-CF3C6H4 (2b), and ferrocenyl (2c)). Analogously, reaction between organotin carbonate L(Ph)Sn(CO3) and two equivalents of organoboronic acids yielded compounds L(Ph)Sn[(OBR)(2)O] (where R = Ph (3a), 4-CF3C6H4 (3b), and ferrocenyl (3c)). All compounds were characterized by elemental analysis and NMR spectroscopy. Their structure was described both in solution (NMR studies) and in the solid state (X-ray diffraction analyses 1a, 1c, 2b, 3b, and 3c). All compounds contain a central MB2O3 core (M = Sb, Bi, Sn), and the bonding situation within these rings and their potential aromaticity was investigated by the help of computational methods.

AB - Reaction of organoantimony and organobismuth oxides (LSbO)(2) and (LBiO)(2) (where L is [2,6-bis(dimethylarnino)methyl]phenyl) with four equivalents of the organoboronic acids gave new heteroboroxines LM[(OBR)(2)O] 1a-2c (for M = Sb: R = Ph (1a), 4-CF3C6H4 (1b), ferrocenyl (1c); for M = Bi: R = Ph (2a), 4-CF3C6H4 (2b), and ferrocenyl (2c)). Analogously, reaction between organotin carbonate L(Ph)Sn(CO3) and two equivalents of organoboronic acids yielded compounds L(Ph)Sn[(OBR)(2)O] (where R = Ph (3a), 4-CF3C6H4 (3b), and ferrocenyl (3c)). All compounds were characterized by elemental analysis and NMR spectroscopy. Their structure was described both in solution (NMR studies) and in the solid state (X-ray diffraction analyses 1a, 1c, 2b, 3b, and 3c). All compounds contain a central MB2O3 core (M = Sb, Bi, Sn), and the bonding situation within these rings and their potential aromaticity was investigated by the help of computational methods.

KW - COVALENT ORGANIC FRAMEWORKS

KW - CORRELATED MOLECULAR CALCULATIONS

KW - NCN-CHELATED ORGANOANTIMONY(III)

KW - INDEPENDENT CHEMICAL-SHIFTS

KW - HYDROGEN STORAGE MATERIALS

KW - GAUSSIAN-BASIS SETS

KW - O,C,O-CHELATING LIGANDS

KW - IONIC-CONDUCTIVITY

KW - BOROXINE RINGS

KW - AROMATICITY

U2 - 10.1021/ic302153s

DO - 10.1021/ic302153s

M3 - Article

SN - 0020-1669

VL - 52

SP - 1424

EP - 1431

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 3

ER -

Synthesis and Structural Characterization of Heteroboroxines with MB2O3 Core (M = Sb, Bi, Sn)

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Keywords

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Datasets

CCDC 895167: Experimental Crystal Structure Determination

CCDC 895169: Experimental Crystal Structure Determination

CCDC 895170: Experimental Crystal Structure Determination

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