Single-step synthesis of a new series of meso di-Mannich bases from the cyclic aminal (2S,7R,11S,16R)-1,8,10,17-tetraazapentacyclo[8.8.1.1.8,170.2,7011,16]icosane and p-substituted phenols

Table 3 Assignment of the ¹³ C NMR spectra of the compounds 8a-l

Product	R	C1, C1′	C2, C2′	C3, C3′	C4, C4′	C5, C5′	C6, C6′	C2	ArCH₂N	C3a, C7a	C4, C5 C6, C7
8a	F	153.4 d	122.0 d	114.7 d	156.0 d	115.4 d	117.0 d	73.4	55.0	61.1	21.5
8a	F	153.4 d	122.0 d	114.7 d	156.0 d	115.4 d	117.0 d	73.4	55.0	61.1	24.7
8b	Cl	156.2	122.5	128.0	123.9	129.0	117.6	73.4	55.0	61.1	21.5
8b	Cl	156.2	122.5	128.0	123.9	129.0	117.6	73.4	55.0	61.1	24.7
8c	Br	156.9	123.2	131.0	111.2	132.1	118.3	73.6	55.0	61.2	21.6
8c	Br	156.9	123.2	131.0	111.2	132.1	118.3	73.6	55.0	61.2	24.8
8f	(C = O)OEt (14.5, 60.8, 166.5)	162.1	120.9	130.3	121.8	131.4	116.3	73.7	55.4	61.2	21.6
8f	(C = O)OEt (14.5, 60.8, 166.5)	162.1	120.9	130.3	121.8	131.4	116.3	73.7	55.4	61.2	24.9
8 g	(C = O)OPr (10.7, 22.3, 66.4, 166.5)	162.0	121.8	130.5	121.8	131.5	116.5	73.4	56.3	61.2	21.6
8 g	(C = O)OPr (10.7, 22.3, 66.4, 166.5)	162.0	121.8	130.5	121.8	131.5	116.5	73.4	56.3	61.2	24.9
8 h	(C = O)OBu (13.9, 19.4, 31.0, 64.6, 166.6)	162.2	121.0	130.2	121.8	131.4	116.3	73.7	55.5	61.2	21.7
8 h	(C = O)OBu (13.9, 19.4, 31.0, 64.6, 166.6)	162.2	121.0	130.2	121.8	131.4	116.3	73.7	55.5	61.2	24.9
8i	H	157.6	121.3	128.2	119.3	129.1	116.1	73.4	55.4	61.0	21.6
8i	H	157.6	121.3	128.2	119.3	129.1	116.1	73.4	55.4	61.0	24.6
8j	Me (20,4)	155.2	121.0	128.8	128.4	129.5	115.9	73.4	55.3	61.0	20.4
8j	Me (20,4)	155.2	121.0	128.8	128.4	129.5	115.9	73.4	55.3	61.0	21.7
8 k	t-Bu (31.6, 33.9)	155.2	120.4	125.0	142.0	125.8	115.5	73.5	55.9	61.0	21.7
8 k	t-Bu (31.6, 33.9)	155.2	120.4	125.0	142.0	125.8	115.5	73.5	55.9	61.0	24.6
8 l	OMe (55.7)	152.6	121.9	114.1	151.3	114.1	116.6	73.4	55.4	61.1	21.6
											24.6

Table 3 represents all the measured signals for carbon atoms in compounds 8a-l in the ¹³C NMR spectra and their assignation in the molecular structure.

ISSN: 2661-801X