Premium
Carbatriphyrin(3.1.1)–A Distinct Coordination Approach of B III to Generate Organoborane and Weak C−H⋅⋅⋅B Interactions
Author(s) -
Adinarayana B.,
Thomas Ajesh P.,
Yadav Prerna,
Mukundam Vanga,
Srinivasan A.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605332
Subject(s) - protonation , chemistry , boron , ion , crystallography , proton , biphenyl , stereochemistry , single crystal , corrole , photochemistry , physics , organic chemistry , quantum mechanics
Carbatriphyrin(3.1.1) is the structural isomer of biphenylcorrole and achieved by switching the bonding mode of biphenyl unit from 3,3′ to 2,3′ which turns the corrole into a triphyrin analogue. The presence of a m ‐arene unit in the framework restricts the overall conjugation and thus leads to a nonaromatic macrocycle. The protonation experiments afford a trifluoroacetate ion complex. The coordination chemistry reveals that the bottom approach of boron(III) ion forms weak C−H⋅⋅⋅B interactions, however a top approach stabilizes the organoborane complex and the product distribution relies on the basicity of the proton scavengers. These results are unambiguously confirmed by single‐crystal X‐ray analyses.