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. 2020 Sep 21;5(38):24954–24963. doi: 10.1021/acsomega.0c03883

Table 1. Initial Screen of 2:1 EHA:Guanidinium Homoconjugate Catalyst Compositions and Related Control Reaction in Silanol Polycondensatione.

graphic file with name ao0c03883_0011.jpg

entry catalyst Mn (Da) Mw (Da) Đ conversion (%) D4 (ppm) HB+ pKa28a
1 [TMG][EHA]2 27,900 51,100 1.8 91 109 23.3
2 [tBuTMG][EHA]2 6800 10,700 1.6 61 70 25b
3 [TBD][EHA]2 3900 7200 1.8 33 118 26
4 [7MeTBD][EHA]2 20,100 35,700 1.8 87 108 25.5
5 [G][EHA]2 3900 6300 1.6 33 41  
6 TMG 3000 4600 1.5 14 54  
7 TBD 5900 9600 1.6 55 661  
8 7MeTBD 7700 13,400 1.7 66 2310  
9 EHAc            
10d LPNC 38,500 75,700 2.0 93 3668  
a

pKa values in MeCN.

b

pKa value for MeTMG.

c

Did not polymerize.

d

Catalyst loading = 0.0013 mol %.

e

Reactions run with 5 g of silanol in capped 2 oz. vials at 110 °C for 2 h with magnetic stirring.