Diboryldiborenes: π‐Conjugated B4 Chains Isoelectronic to the Butadiene Dication

Alexander Hermann; Jessica Cid; James D.  Mattock; Rian D.  Dewhurst; Ivo  Krummenacher; Alfredo Vargas; Michael Ingleson; Holger Braunschweig

doi:10.1002/anie.201805394

Diboryldiborenes: π‐Conjugated B₄ Chains Isoelectronic to the Butadiene Dication

Alexander Hermann
, Jessica Cid
, James D. Mattock
, Rian D. Dewhurst
, Ivo Krummenacher
, Alfredo Vargas
, Michael Ingleson
, Holger Braunschweig

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

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Abstract

sp2‐sp3 diborane species based on bis(catecholato)diboron and N‐heterocyclic carbenes (NHCs) are subjected to catechol/bromide exchange selectively at the sp3 boron atom. The reduction of the resulting 1,1‐dibromodiborane adducts led to reductive coupling and isolation of doubly NHC‐stabilized 1,2‐diboryldiborenes. These compounds are the first examples of molecules exhibiting π‐electron delocalization over an all‐boron chain.

Original language	English
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	32
Early online date	13 Jun 2018
DOIs	https://doi.org/10.1002/anie.201805394
Publication status	Published - 6 Aug 2018

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title = "Diboryldiborenes: π‐Conjugated B4 Chains Isoelectronic to the Butadiene Dication",

abstract = "sp2‐sp3 diborane species based on bis(catecholato)diboron and N‐heterocyclic carbenes (NHCs) are subjected to catechol/bromide exchange selectively at the sp3 boron atom. The reduction of the resulting 1,1‐dibromodiborane adducts led to reductive coupling and isolation of doubly NHC‐stabilized 1,2‐diboryldiborenes. These compounds are the first examples of molecules exhibiting π‐electron delocalization over an all‐boron chain.",

author = "Alexander Hermann and Jessica Cid and Mattock, \{James D.\} and Dewhurst, \{Rian D.\} and Ivo Krummenacher and Alfredo Vargas and Michael Ingleson and Holger Braunschweig",

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doi = "10.1002/anie.201805394",

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T1 - Diboryldiborenes: π‐Conjugated B4 Chains Isoelectronic to the Butadiene Dication

AU - Hermann, Alexander

AU - Cid, Jessica

AU - Mattock, James D.

AU - Dewhurst, Rian D.

AU - Krummenacher, Ivo

AU - Vargas, Alfredo

AU - Ingleson, Michael

AU - Braunschweig, Holger

PY - 2018/8/6

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N2 - sp2‐sp3 diborane species based on bis(catecholato)diboron and N‐heterocyclic carbenes (NHCs) are subjected to catechol/bromide exchange selectively at the sp3 boron atom. The reduction of the resulting 1,1‐dibromodiborane adducts led to reductive coupling and isolation of doubly NHC‐stabilized 1,2‐diboryldiborenes. These compounds are the first examples of molecules exhibiting π‐electron delocalization over an all‐boron chain.

AB - sp2‐sp3 diborane species based on bis(catecholato)diboron and N‐heterocyclic carbenes (NHCs) are subjected to catechol/bromide exchange selectively at the sp3 boron atom. The reduction of the resulting 1,1‐dibromodiborane adducts led to reductive coupling and isolation of doubly NHC‐stabilized 1,2‐diboryldiborenes. These compounds are the first examples of molecules exhibiting π‐electron delocalization over an all‐boron chain.

U2 - 10.1002/anie.201805394

DO - 10.1002/anie.201805394

M3 - Article

SN - 1433-7851

VL - 57

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 32

ER -

Diboryldiborenes: π‐Conjugated B4 Chains Isoelectronic to the Butadiene Dication

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Diboryldiborenes: π‐Conjugated B₄ Chains Isoelectronic to the Butadiene Dication