. 2021 Jul 8;6(28):18434–18441. doi: 10.1021/acsomega.1c02524

Table 2. Synthetic Yields and Photochemical Parameters for the Dibenzodiazocines 1a–n Obtained by Reductive Ring Closure with Complex Metal Hydrides^c.

derivative with R =		yield bibenzyl 2/%	yield diazocine 1/%	τ_{_1/2}/h	% E @ PSS₃₈₅
H	a	60	58	5.30 ± 0.07	82
i-F	b	74	38	7.18 ± 0.02	78
i-Cl	c	80	26	10.5 ± 0.2	75
i-Br	d	64	20^a	10.8 ± 0.1	73
i-CF₃	e	79	33^b	8.44 ± 0.05	77
i-NMe₂	f	65	28	14.3 ± 0.2	28
ii-OMe	g	14	10	2.64 ± 0.03	31
ii-OMOM	h	21	22	2.21 ± 0.02	25
ii-OBn	i	57	3	2.64 ± 0.06	45
ii-F	j	71	44	10.2 ± 0.1	41
iii-OMe	k	25	20^b	8.6 ± 0.2	35
iii-OMOM	l	36	12	11.3 ± 0.2	37
iv-F	m	64	17^a	14.1 ± 0.2	49
iv-Me	n	44	6	20.0 ± 0.2	72

reduction with LiAlH(OMe)₃

These compounds could not be completely purified, see Supp. Info. for the spectra. Nevertheless, the impurities turned out not be photoactive

Thermal half-life of the E isomers and their fraction at PSS at λ = 385 nm were determined at 23 °C by UV/vis spectroscopy in MeOH and ¹H NMR in CD₃OD, respectively.

Table 2. Synthetic Yields and Photochemical Parameters for the Dibenzodiazocines 1a–n Obtained by Reductive Ring Closure with Complex Metal Hydridesc.

Table 2. Synthetic Yields and Photochemical Parameters for the Dibenzodiazocines 1a–n Obtained by Reductive Ring Closure with Complex Metal Hydrides^c.