Table 1. Synthesis of a novel series of bis(pyrrolic) ligands (3a–3k).

Entry	Pyrrole	Linker		n	Yield of 2 b (%)	Yield of 3 b (%)
1	1a	a a		1	64 (2a) a , c	86 (3a) a , g
2	1a	b		1	86 (2b) d	85 (3b) h
3	1a	c		1	94 (2c) e	85 (3c) h
4	1a	d		1	97 (2d) d	76 (3d) h
5	1a	e		1	91 (2e) d	97 (3e) h
6	1a	f		1	97 (2f) d	87 (3f) h
7	1a	g		1	100 (2g) d	94 (3g) h
8	1a	h		1	100 (2h) d	95 (3h) h
9	1a	i		1	100 (2i) d	92 (3i) h
10	1b	j		0	85 (2j) e	84 (3j) h
11	1b	k		0	53 (2k) e , f	90 (3k) h

^aCompounds 2a (see Scheme 1) and 3a are mono-pyrroles (pyrrole-CH = CHPh).

^bIsolated yield.

^cHeck reaction conditions: 1 equiv. 1a, Pd(OAc)₂, 2,4-pentanedione, K₂CO₃, DMF, Ar, 130 °C, 3 h.

^dHeck reaction, 2 equiv. 1a, 6 h.

^eSuzuki reaction conditions: Pd(PPh₃)₄, K₂CO₃, DMF, 110 °C, 24 h.

^fSuzuki reaction, 115 °C for 18 h then 125 °C for 5 h.

^gVilsmeier reaction, 1 equiv. POCl₃.

^hVilsmeier reaction, 2 equiv. POCl₃.