Table 1.

Structural, spectroscopic, and thermochemical properties for HOAr-B

B	dO⋯N x-ray, Åa	dO⋯N calc, Åb	ν(OH)DFT,corr, cm−1c	δOH, ppmd	δNH, ppmd	E1/2, Ve	ΔEp, mVf
-imH,NO2	2.602(3)	2.637	3130	12.92	11.21	0.61	130
-imH,Br	2.597(4)	2.625	3073	13.11	10.97	0.55	99
-imH,H	2.596(2)g	2.621	3043	13.33	10.89	0.49	107
-imH,OMe	2.646(2)h,2.609(2)i	2.617	3022	13.42	10.77	0.42	112
-imH,NMe2	2.589(3)	2.612	2996	13.59	10.61	0.21,0.10	59,82
-imMe,H	2.597(3)	2.597	3010	12.72	NA	0.46	150
-imCy,H	2.6065,2.6373(16)	2.623	3071	11.61	NA	0.42	98
-imbz	2.533,2.547(2) 2.539,2.6087(19)i	2.603	2996	13.69	11.10	0.54	120
-imbzCl2	2.580(2)	2.611	3046	13.24	11.25	0.66	90

^aCrystallographic distance.

^bGeometry calculated at B3LYP/6-31G(d,p).

^cAccording to ref. 34, ν(OH)_DFT,corr = [ν(OH)_DFT − 159.5] · 0.9904.

^d1H NMR in dry CD₃CN.

^eReported vs. Cp₂Fe^+/0.

^fScan rate = 0.2 V·s⁻¹; see SI Appendix for cyclic voltammograms.

^gRef. 20.

^hRef. 9.

ⁱRef. 24.