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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
2-(4-Chloro-phen-yl)naphtho-[1,8-de][1,3,2]diaza-borinane
Matthew P Akerman1, Ross S Robinson, Cathryn A Slabber
1University of KwaZulu-Natal, School of Chemistry, Private Bag XO1, Scottsville, Pietermaritzburg 3209, South Africa.
Abstract:
The title compound, C(16)H(12)BClN(2), is one in a series of diaza-borinanes, derived from 1,8-diaminona-phthalene, featuring substitution at the 1, 2 and 3 positions in the nitro-gen-boron heterocycle. The structure deviates from planarity, the torsion angle subtended by the p-chloro-phenyl ring relative to the nitro-gen-boron heterocycle being -44-.3(3)°. The mol-ecules form infinite chains with strong inter-actions between the vacant pz orbital of the B atom and the π-system of an adjacent mol-ecule. The distance between the B atom and the 10-atom centroid of an adjacent naphthalene ring is 3.381 (4) Å. One N-H H atom is weakly hydrogen bonded to the Cl atom of an adjacent mol-ecule. This combination of inter-molecular inter-actions leads to the formation of an infinite two-dimensional network perpendic-ular to the c axis.
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