Fusion of Aza‐and Oxadiborepins with Furans in a Reversible Ring‐Opening Process Furnishes Versatile Building Blocks for Extended π‐Conjugated Materials

J Bachmann, A Helbig, M Crumbach… - … A European Journal, 2022 - Wiley Online Library
A modular synthesis of both difurooxa‐and difuroazadiborepins from a common precursor is
demonstrated. Starting from 2, 2′‐bifuran, after protection of the positions 5 and 5'with …

Dithiophene‐Fused Oxadiborepins and Azadiborepins: A New Class of Highly Fluorescent Heteroaromatics

M Crumbach, J Bachmann, L Fritze… - Angewandte …, 2021 - Wiley Online Library
Access to dithiophene‐fused oxadiborepins and the first azadiborepins attained via a
modular synthesis route are presented. The new compounds emit intense blue light, some of …

Blending the optical and redox properties of oligoynes and boron difluoride formazanates

JS Dhindsa, EL Cotterill, FL Buguis… - Angewandte …, 2022 - Wiley Online Library
Oligoynes and polyynes are 1D chains of conjugated sp‐hybridized carbon atoms
consisting of alternating single and triple bonds. Their stability rapidly decreases with …

Versatile design principles for facile access to unstrained conjugated organoborane macrocycles

P Chen, X Yin, N Baser‐Kirazli… - Angewandte Chemie …, 2015 - Wiley Online Library
A facile and versatile approach was developed to access ambipolar boron‐containing
macrocycles. Two examples of new conjugated cyclic motifs are presented with carbazole …

Synthesis of cyclic diborenes with unprecedented cis-configuration

P Bissinger, H Braunschweig, MA Celik… - Chemical …, 2015 - pubs.rsc.org
The first examples of cis-configured diborenes–and the first cyclic diborenes–are isolated by
taking advantage of stabilisation by chelating diphosphine ligands. The diborenes are …

Ring fusion isomers of dithienoborepins: perturbations of electronic structure, aromaticity, and reactivity in boron-containing polycyclic heteroaromatics

DR Levine, RE Messersmith… - Canadian Journal of …, 2017 - cdnsciencepub.com
Through a combination of rational design and synthetic serendipity, two new structural
isomers of the dithienoborepin (DTB) architecture have been realized. Unlike previous …

Synthesis of sterically crowded polyarylated boron-dipyrromethenes

V Lakshmi, M Ravikanth - The Journal of Organic Chemistry, 2011 - ACS Publications
A rapid synthetic route for polyarylated boron-dipyrromethenes using hexabromo boron-
dipyrromethene as the key synthon is described. The X-ray structure revealed that the …

Ring expansion reactions of anti-aromatic boroles: a promising synthetic avenue to unsaturated boracycles

JH Barnard, S Yruegas, K Huang… - Chemical …, 2016 - pubs.rsc.org
Conjugated boron heterocycles have emerged as attractive synthetic targets due to their
potential in medicinal chemistry and as electronic materials. However, the development of …

Thiophene-fused ladder boroles with high antiaromaticity

A Iida, S Yamaguchi - Journal of the American Chemical Society, 2011 - ACS Publications
A series of polycyclic thiophene-fused boroles were synthesized on the basis of stepwise
substitution reactions from thienylboronic ester precursors. In these ladder-type π …

Antiaromaticity to aromaticity: from boroles to 1, 2‐azaborinines by ring expansion with azides

H Braunschweig, C Hörl, L Mailänder… - … A European Journal, 2014 - Wiley Online Library
We have exploited the reactivity of antiaromatic boroles, gaining access to aryl‐substituted
monocyclic 1, 2‐azaborinines. The observed ring‐expansion reaction of inherently electron …